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  • Methyl 6-bromo-2-naphthoate CAS 33626-98-1 6-Bromo-2-Naphtoic Acid Methyl Ester CAS no 33626-98-1

    Cas No: 33626-98-1

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33626-98-1 Usage

Chemical Properties

Pale yellow or light brown powder

Uses

Different sources of media describe the Uses of 33626-98-1 differently. You can refer to the following data:
1. Methyl 6-Bromo-2-napthoate is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors.
2. Methyl 6-Bromo-2-napthoate (Adapalene USP Related Compound A) is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors.
3. Methyl 6-bromo-2-naphthoate may be used to synthesize:6-vinyl-2-naphthalencarbaldehydemethyl 6-(3-tert-butyl-4-methoxyphenyl)-2-naphthoatemethyl 6-[3-tert-butyl-4-[(tert-butyldiethylsilyl)oxy]-phenyl]-2-naphthoatemethyl 6-[3-(1-adamantyl)-4-[(tert-butyldimethylsilyl)-oxy]phenyl]-2-naphthoatemethyl 6-[3-(1-adamantyl)-4-[[(2,3-dimethyl-1,3-dioxolan-4-yl)methylloxy]phenyl]-2-naphthoate2-bromo-6-(bromomethyl)naphthalene

General Description

Methyl 6-bromo-2-naphthoate undergoes aromatic Finkelstein reaction followed by hydrolysis to afford 6-iodo-2-naphthoic acid.

Check Digit Verification of cas no

The CAS Registry Mumber 33626-98-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,6,2 and 6 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 33626-98:
(7*3)+(6*3)+(5*6)+(4*2)+(3*6)+(2*9)+(1*8)=121
121 % 10 = 1
So 33626-98-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H9BrO2/c1-15-12(14)10-3-2-9-7-11(13)5-4-8(9)6-10/h2-7H,1H3

33626-98-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B25106)  Methyl 6-bromo-2-naphthoate, 98%   

  • 33626-98-1

  • 1g

  • 202.0CNY

  • Detail
  • Alfa Aesar

  • (B25106)  Methyl 6-bromo-2-naphthoate, 98%   

  • 33626-98-1

  • 5g

  • 862.0CNY

  • Detail
  • Alfa Aesar

  • (B25106)  Methyl 6-bromo-2-naphthoate, 98%   

  • 33626-98-1

  • 25g

  • 3616.0CNY

  • Detail
  • USP

  • (1011710)  AdapaleneRelatedCompoundA  United States Pharmacopeia (USP) Reference Standard

  • 33626-98-1

  • 1011710-50MG

  • 14,578.20CNY

  • Detail

33626-98-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 6-bromonaphthalene-2-carboxylate

1.2 Other means of identification

Product number -
Other names 6-Bromo-2-naphthalenecarboxylic Acid Methyl Ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:33626-98-1 SDS

33626-98-1Synthetic route

methanol
67-56-1

methanol

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
With sulfuric acid; trimethyl orthoformate for 48h; Reflux;100%
With sulfuric acid for 36h; Reflux;100%
With sulfuric acid Reflux;100%
methanol
67-56-1

methanol

naphthalene-2-carboxylate
93-09-4

naphthalene-2-carboxylate

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
Stage #1: methanol; naphthalene-2-carboxylate at 150℃; under 4560.31 Torr; for 1h;
Stage #2: With sodium hypobromite; benzenesulfonic acid; sodium bromide In water at 170℃; under 11400.8 Torr; for 6h; Pressure; Temperature;
98.3%
6-bromo-1-naphthoic acid
51934-38-4

6-bromo-1-naphthoic acid

methyl iodide
74-88-4

methyl iodide

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;98%
2-[1-(4-Bromo-phenyl)-meth-(Z)-ylidene]-3,3-dimethoxy-butyric acid methyl ester
123207-11-4

2-[1-(4-Bromo-phenyl)-meth-(Z)-ylidene]-3,3-dimethoxy-butyric acid methyl ester

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
at 475 - 500℃; vapor-phase pyrolysis; Yield given;
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

6-bromo-2-naphthalenyl trifluoromethanesulfonate
151600-02-1

6-bromo-2-naphthalenyl trifluoromethanesulfonate

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate
6-bromo-naphthoic acid-(2)

6-bromo-naphthoic acid-(2)

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
With diethyl ether
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DIEA
2: dppp / Pd(OAc)2
View Scheme
C16H23BrO4

C16H23BrO4

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
With sulfuric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol; water at 0 - 20℃; for 1h;
4-((2,2,2-trifluoroacetamido)methyl)phenylboronic acid
528894-31-7

4-((2,2,2-trifluoroacetamido)methyl)phenylboronic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

methyl 6-[4-(N-trifluoroacetylamino)methylphenyl]-2-naphthalenecarboxylate
869748-83-4

methyl 6-[4-(N-trifluoroacetylamino)methylphenyl]-2-naphthalenecarboxylate

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 20h; Suzuki-Miyaura cross-coupling reaction; Heating;100%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

(6-bromo-2-naphthy)methanol
100751-63-1

(6-bromo-2-naphthy)methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at -10 - -5℃; for 1.33333h;99%
With diisobutylaluminium hydride In tetrahydrofuran; hexane at 20℃; for 40h; Inert atmosphere;99%
With diisobutylaluminium hydride In tetrahydrofuran; n-heptane at -78 - 20℃; for 14h; Inert atmosphere;98%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

phenylboronic acid
98-80-6

phenylboronic acid

6-(phenyl)-2-naphthoic acid methyl ester
904688-59-1

6-(phenyl)-2-naphthoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 2h; Catalytic behavior; Suzuki Coupling; Inert atmosphere; Irradiation;99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80℃; for 18h; Suzuki coupling; Inert atmosphere;73%
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,2-dimethoxyethane; water at 80℃; for 3.5h;
4-Phenyl-1-butene
768-56-9

4-Phenyl-1-butene

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

(E)-methyl 6-(4-phenylbut-1-en-1-yl)-2-naphthoate

(E)-methyl 6-(4-phenylbut-1-en-1-yl)-2-naphthoate

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;98%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C22H22O2

C22H22O2

Conditions
ConditionsYield
With potassium phosphate monohydrate; C50H60F3NO6PPdS In water at 55℃; for 7h; Suzuki-Miyaura Coupling;97%
With C35H47O3P*C15H16N(1-)*CH3O3S(1-)*Pd(2+); triethylamine In water at 45℃; for 21h; Suzuki-Miyaura Coupling;96%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 5h;96%
With lithium hydroxide In tetrahydrofuran; water at 20℃; for 5h;96%
Stage #1: methyl 6-bromo-2-naphthoate With lithium hydroxide monohydrate In tetrahydrofuran; water
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=3;
92%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Dimethyl phosphite
868-85-9

Dimethyl phosphite

methyl 6-(dimethoxyphosphoryl)-2-naphthoate
1402577-09-6

methyl 6-(dimethoxyphosphoryl)-2-naphthoate

Conditions
ConditionsYield
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100℃; Inert atmosphere;96%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

2,4-dimethylbenzeneboronic acid
55499-44-0

2,4-dimethylbenzeneboronic acid

methyl 6-(2,4-dimethylphenyl)-2-naphthoate

methyl 6-(2,4-dimethylphenyl)-2-naphthoate

Conditions
ConditionsYield
With potassium phosphate monohydrate; C66H84O10P2Pd In water; ethyl acetate; toluene at 45℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;96%
With potassium phosphate monohydrate; palladium diacetate; N2Phos In water; toluene at 45℃; for 1.5h; Suzuki-Miyaura Coupling;96%
allylcyclopentane
3524-75-2

allylcyclopentane

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

(E)-methyl 6-(3-cyclopentylprop-1-en-1-yl)naphthalene-2-carboxylate

(E)-methyl 6-(3-cyclopentylprop-1-en-1-yl)naphthalene-2-carboxylate

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;96%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-bromo-naphthalene-2-carboxaldehyde
170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
Stage #1: methyl 6-bromo-2-naphthoate With diisobutylaluminium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #2: With pyridinium chlorochromate In dichloromethane at 60℃; for 6h; Inert atmosphere;
95%
Stage #1: methyl 6-bromo-2-naphthoate With diisobutylaluminium hydride In tetrahydrofuran at 0 - 20℃; for 12h;
Stage #2: With pyridinium chlorochromate In dichloromethane for 5h; Reflux;
95%
With manganese dioxide; dibal In methanol; dichloromethane; toluene61%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

methyl 6-(diphenylphosphoryl)-2-naphthoate
1378042-98-8

methyl 6-(diphenylphosphoryl)-2-naphthoate

Conditions
ConditionsYield
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100℃; Inert atmosphere;95%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-bromonaphthalene-2-carbohydrazide
948859-96-9

6-bromonaphthalene-2-carbohydrazide

Conditions
ConditionsYield
With hydrazine In methanol at 20 - 80℃; for 22h;94%
With hydrazine hydrate In ethanol for 3h; Reflux;81%
With hydrazine hydrate In methanol at 60 - 65℃; for 2h; Time;
With hydrazine hydrate In methanol at 60℃;
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

allylmagnesium bromide
1730-25-2

allylmagnesium bromide

4-(6-bromonaphth-2-yl)hepta-1,6-dien-4-ol
1126524-60-4

4-(6-bromonaphth-2-yl)hepta-1,6-dien-4-ol

Conditions
ConditionsYield
In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere;94%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-1,4,4-trimethyl-1,2,3,4-tetrahydroquinoline

6-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-1,4,4-trimethyl-1,2,3,4-tetrahydroquinoline

6-(1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)-naphthalene-2-carboxylic acid methyl ester

6-(1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)-naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; tripotassium phosphate dihydrate In water; dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere; Glovebox;94%
4-methylpentyne
7154-75-8

4-methylpentyne

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

methyl 6-(4-methylpent-1-yn-1-yl)-2-naphthoate

methyl 6-(4-methylpent-1-yn-1-yl)-2-naphthoate

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine In tetrahydrofuran at 50℃; for 18h; Inert atmosphere;94%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

2,2-difluoroethenyl 4-methylbenzene-1-sulfonate
185739-14-4

2,2-difluoroethenyl 4-methylbenzene-1-sulfonate

C14H10F2O2

C14H10F2O2

Conditions
ConditionsYield
With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl acetamide at 90℃; for 16h;94%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

methyl 6-iodonaphthalene-2-carboxylate
5042-98-8

methyl 6-iodonaphthalene-2-carboxylate

Conditions
ConditionsYield
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 65h; Finkelstein reaction; Inert atmosphere;93%
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 65h; Inert atmosphere;90%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

methyl 6-((trimethylsilyl)ethynyl)-2-naphthoate

methyl 6-((trimethylsilyl)ethynyl)-2-naphthoate

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In dichloromethane at 90℃; for 16h; Inert atmosphere; Schlenk technique;93%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 90℃; for 16h; Inert atmosphere; Schlenk technique;93%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 80℃; for 16h; Inert atmosphere;83%
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

methyl 6-(2,2,2-trifluoroethoxy)-2-naphthoate

methyl 6-(2,2,2-trifluoroethoxy)-2-naphthoate

Conditions
ConditionsYield
With C43H59NO2PPd(1+)*CH3O3S(1-); caesium carbonate In toluene at 80℃; Schlenk technique; Inert atmosphere;93%
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;92%
Suzuki-Miyaura coupling;
n-octyne
629-05-0

n-octyne

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

methyl 6-(octynyl)-2-naphthoate
1242239-82-2

methyl 6-(octynyl)-2-naphthoate

Conditions
ConditionsYield
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide; toluene at 20℃; for 31.5h; Inert atmosphere;92%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalene-2-carboxylic acid methyl ester
736989-93-8

6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In dimethyl sulfoxide at 80℃; for 12h; Inert atmosphere;91%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate In dimethyl sulfoxide for 24h; Schlenk technique; Inert atmosphere; Reflux;87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate In dimethyl sulfoxide for 24h; Schlenk technique; Inert atmosphere; Reflux;87%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

4-butoxyphenylboronic acid
105365-51-3

4-butoxyphenylboronic acid

methyl 6-(4-butoxyphenyl)-2-naphthoate

methyl 6-(4-butoxyphenyl)-2-naphthoate

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; methylmagnesium chloride at 45℃; for 24h; Suzuki-Miyaura Coupling;91%
1-penten
109-67-1

1-penten

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

(E)-methyl 6-(pent-1-en-1-yl)-2-naphthoate

(E)-methyl 6-(pent-1-en-1-yl)-2-naphthoate

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;91%
ethyl 2-methyl-4-pentenoate
53399-81-8

ethyl 2-methyl-4-pentenoate

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

C20H22O4

C20H22O4

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;91%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

methyl 6-<3-(1-adamantyl)-4-<<(2,3-dimethyl-1,3-dioxolan-4-yl)methyl>oxy>phenyl>-2-naphthoate
146966-02-1

methyl 6-<3-(1-adamantyl)-4-<<(2,3-dimethyl-1,3-dioxolan-4-yl)methyl>oxy>phenyl>-2-naphthoate

Conditions
ConditionsYield
Stage #1: 3-(1-adamantyl)-4-<<(2,3-dimethyl-1,3-dioxolan-4-yl)methyl>oxy>bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran for 1.5h; Heating / reflux;
Stage #2: With zinc(II) chloride In tetrahydrofuran at 20℃; for 1.5h;
Stage #3: methyl 6-bromo-2-naphthoate; cis-[NiCl2(1,2-bis(diphenylphosphino)ethane)] In tetrahydrofuran at 20℃; for 15h;
89%
4-Methyl-1-pentene
691-37-2

4-Methyl-1-pentene

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

(E)-methyl 6-(4-methylpent-1-en-1-yl)-2-naphthoate

(E)-methyl 6-(4-methylpent-1-en-1-yl)-2-naphthoate

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;89%

33626-98-1Relevant articles and documents

Trinaphthylamines as robust organic materials for two-photon-induced fluorescence

Bordeau, Guillaume,Lartia, Rémy,Metge, Germain,Fiorini-Debuisschert, Céline,Charra, Fabrice,Teulade-Fichou, Marie-Paule

, p. 16836 - 16837 (2008)

The synthesis of a novel π-conjugated trinaphthylamines series is described. These original push?pull octupolar systems exhibit large two-photon action cross section (σφ up to 510 GM) increased by a factor of 2?3 as compared to their triphenylamines analogues. This substantial improvement of the two-photon absorption properties is attributed to the stronger donor character of the trinaphthyl core. Copyright

Method for synthesizing adapalene intermediate 6-bromo-2-naphthoate

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Paragraph 0029-0034; 0047-0054, (2019/03/30)

The invention provides a method for synthesizing adapalene intermediate 6-bromo-2-naphthoate. The method comprises the following steps: 1), mixing 2-naphthalic acid and an organic solvent uniformly, adding a catalyst, performing stirring, introducing protective gas, controlling pressure at 4-7 atmospheres, controlling the temperature at 130-155 DEG C, maintaining the conditions for 50-70 minutes,then adding dropwise a mixed aqueous solution containing bromide salt and benzenesulfonic acid, adding dropwise an aqueous solution containing only hypobromite, controlling the total dropwise additiontime within 90-150 minutes, heating the system to 165-180 DEG C after dropwise addition, raising pressure to 11-17 atmospheres to continue the reaction for 5-7 hours and ending the reaction; 2) removing solid by filtering while the mixed solution is hot, adding the solid to ice water with weight 3-5 times that of the filtrate, and performing extraction, drying, evaporative concentration for removing a solvent to obtain a product. The method has high yield, and no harmful substances are discharged.

N - heterocyclic compound, intermediate, preparation method, pharmaceutical composition and application (by machine translation)

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Paragraph 0153; 0154; 0155; 0156; 0157, (2017/10/31)

The invention discloses a N - heterocyclic compound, intermediate, preparation method, pharmaceutical composition and application. The invention of SHP2 N - heterocyclic compound to have high selectivity, can effectively inhibit the cell in the SHP2 downstream signal path ERK phosphorylation level, to tumor cells has very good inhibition activity, it has broad drug development prospects; its preparation method is simple, mild reaction conditions, high yield and purity, after treatment is simple, environmental protection, and is favorable for industrial production. (by machine translation)

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