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Triethyl citrate Manufacturer/High quality/Best price/In stock
Cas No: 77-93-0
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Triethyl citrate cas 77-93-0 medical supplement
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High purity Triethyl citrate Ph CAS:77-93-0
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High quality Triethyl citrate ( TEC ) supplier in China
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No Data 25 Kilogram 1000 Metric Ton/Year Simagchem Corporation Contact Supplier
Triethyl citrate
Cas No: 77-93-0
USD $ 5.0-30.0 / Kilogram 1 Kilogram 2000 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
High quality Triethyl citrate
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Triethyl citrate
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Factory price Cosmetic TRIETHYL CITRATE 77-93-0 Manufacturer
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USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
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Triethyl citrate(TEC)
Cas No: 77-93-0
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77-93-0 Usage

Incompatibilities

Triethyl citrate is incompatible with strong alkalis and oxidizing materials.

Production Methods

Triethyl citrate is prepared by the esterification of citric acid and ethanol in the presence of a catalyst.

Pharmaceutical Applications

Triethyl citrate and the related esters acetyltriethyl citrate, tributyl citrate, and acetyltributyl citrate are used to plasticize polymers in formulated pharmaceutical coatings. The coating applications include capsules, tablets, beads, and granules for taste masking, immediate release, sustained-release, and enteric formulations. Triethyl citrate is also used as a direct food additive for flavoring, for solvency, and as a surface active agent.

Regulatory Status

GRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (oral capsules and tablets). Included in the Canadian List of Acceptable Nonmedicinal Ingredients.

storage

Triethyl citrate should be stored in a closed container in a cool, dry location. When stored in accordance with these conditions, triethyl citrate is a stable product.

Occurrence

Reported found in Morello cherry, sour cherry and red currant. Also reported found in raw cabbage and white wine.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion and inhalation. Combustible liquid when exposed to heat or flame. To fight fire, use dry chemical, CO2. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS and CITRIC ACID.

Uses

Triethyl Citrate is a sequestrant that is an oily liquid, slightly solu- ble in water. it is found in lemon drinks.

Preparation

By esterification of ethyl alcohol with citric acid.

References

[1] RH Dave (2016) Overview of pharmaceutical excipients used in tablets and capsules, Drug Topics (online). Advanstar. [2] http://www.who.int/en/ [3] http://www.in-cosmetics.com [4] http://www.chemicalland21.com [5] https://www.ams.usda.gov/sites/default/files/media/Triethyl%20Citrate%20report%202014.pdf

Safety

Triethyl citrate is used in oral pharmaceutical formulations and as a direct food additive. It is generally regarded as a nontoxic and nonirritant material. However, ingestion of large quantities may be harmful. LD50 (mouse, IP): 1.75 g/kg LD50 (rat, IP): 4 g/kg LD50 (rat, oral): 5.9 g/kg LD50 (rat, SC): 6.6 g/kg

Chemical Properties

Colorless, mobile liquid; bitter taste. Solubility in water 6.5 g/100 cc; solubility in oil 0.8 g/100 cc. Combustible.

Chemical Properties

Triethyl citrate is odorless, but has a bitter taste.

Uses

Pharmaceutic aid (plasticizer).

Description

Triethyl citrate is the triester of citric acid and ethyl alcohol. Triethyl citrate is used as a flavoring agent in foods, as a high boiling solvent and plasticizer for vinyl resins and cellulose acetates, as a plasticizer in the pharmaceutical industry for coating. Triethyl citrate is used as a natural active ingredient and flavor component with excellent deodorizing and skin care properties in cosmetic and personal care products. Triethyl citrate is also used as a plasticizer and humectant for cigarette filters. Furthermore, triethyl citrate is used s a food additive for stabilizing foams, specifically as a whipping enhancer for organic egg whites during processing.

Chemical Properties

Triethyl citrate is a clear, viscous, odorless, and practically colorless, hygroscopic liquid.
InChI:InChI=1/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3

77-93-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (L12639)  Triethyl citrate, 99%    77-93-0 25g 193.0CNY Detail
Alfa Aesar (L12639)  Triethyl citrate, 99%    77-93-0 250g 266.0CNY Detail
Alfa Aesar (L12639)  Triethyl citrate, 99%    77-93-0 1000g 457.0CNY Detail
Sigma-Aldrich (PHR1153)    pharmaceutical secondary standard; traceable to USP 77-93-0 PHR1153-1G 732.19CNY Detail
Sigma-Aldrich (14849)  Triethylcitrate  analytical standard 77-93-0 14849-1ML 1,113.84CNY Detail
USP (1683606)  Triethylcitrate  United States Pharmacopeia (USP) Reference Standard 77-93-0 1683606-500MG 4,662.45CNY Detail

77-93-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Triethyl citrate

1.2 Other means of identification

Product number -
Other names triethyl 2-hydroxypropane-1,2,3-tricarboxylate

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:77-93-0 SDS

77-93-0Synthetic route

ethanol
64-17-5

ethanol

citric acid
77-92-9

citric acid

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
Stage #1: ethanol With dicyclohexyl-carbodiimide at 20℃; for 36h; Large scale;
Stage #2: citric acid at 35℃; for 6h; Temperature; Autoclave; Large scale;
96%
With sulfonated graphene In neat (no solvent) at 90℃; for 4h;94%
With boric acid; benzenesulfonic acid at 85 - 90℃; for 3h;93.26%
diethyl 1,3-acetonedicarboxylate
105-50-0

diethyl 1,3-acetonedicarboxylate

formic acid ethyl ester
109-94-4

formic acid ethyl ester

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
With potassium hydroxide
ethanol
64-17-5

ethanol

((S)-4-Methoxycarbonylmethyl-5-oxo-[1,3]dioxolan-4-yl)-acetic acid
199341-50-9

((S)-4-Methoxycarbonylmethyl-5-oxo-[1,3]dioxolan-4-yl)-acetic acid

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
With sodium ethanolate Ambient temperature; Yield given;
ethanol
64-17-5

ethanol

((S)-4-Ethoxycarbonylmethyl-5-oxo-[1,3]dioxolan-4-yl)-acetic acid

((S)-4-Ethoxycarbonylmethyl-5-oxo-[1,3]dioxolan-4-yl)-acetic acid

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
With triethylamine Heating; Yield given;
diethyl 1,3-acetonedicarboxylate
105-50-0

diethyl 1,3-acetonedicarboxylate

formic acid ethyl ester
109-94-4

formic acid ethyl ester

KOH

KOH

citric acid triethyl ester
77-93-0

citric acid triethyl ester

formic acid ethyl ester
109-94-4

formic acid ethyl ester

acetone-dicarboxylic acid-(1.3)-diethyl ester

acetone-dicarboxylic acid-(1.3)-diethyl ester

KOH

KOH

citric acid triethyl ester
77-93-0

citric acid triethyl ester

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

citric acid
77-92-9

citric acid

A

citric acid triethyl ester
77-93-0

citric acid triethyl ester

B

aconitic acid chloride

aconitic acid chloride

Conditions
ConditionsYield
dann mit Alkohol;
ethyl iodide
75-03-6

ethyl iodide

citrate silver

citrate silver

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
at 100℃; in geschlossenem Rohr;
ethanol
64-17-5

ethanol

citric acid
77-92-9

citric acid

A

ethyl citrate
4552-00-5

ethyl citrate

B

citric acid α,α'-diethyl ester
101996-63-8

citric acid α,α'-diethyl ester

C

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
Amberlyst 15 at 25 - 120℃; for 7 - 16h; Product distribution / selectivity;
5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid)
144-16-1

5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid)

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / dimethoxypropane, Dowex 50WX4, MeOH / 24 h / Heating
2: pig liver esterase, aq. phosphate buffer pH=7, aq. NaOH / 2 h / Ambient temperature
3: EtONa / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 85 percent / diethoxypropane, Dowex 50WX4, MeOH / 24 h / Heating
2: pig liver esterase, aq. phosphate buffer pH=7, aq. NaOH / 2 h / Ambient temperature
3: Et3N / Heating
View Scheme
(5-oxo-[1,3]dioxolane-4,4-diyl)-bis-acetic acid diethyl ester
112535-39-4

(5-oxo-[1,3]dioxolane-4,4-diyl)-bis-acetic acid diethyl ester

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pig liver esterase, aq. phosphate buffer pH=7, aq. NaOH / 2 h / Ambient temperature
2: Et3N / Heating
View Scheme
(5-oxo-[1,3]dioxolane-4,4-diyl)-bis-acetic acid dimethyl ester
77862-72-7

(5-oxo-[1,3]dioxolane-4,4-diyl)-bis-acetic acid dimethyl ester

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pig liver esterase, aq. phosphate buffer pH=7, aq. NaOH / 2 h / Ambient temperature
2: EtONa / Ambient temperature
View Scheme
methanol
67-56-1

methanol

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

tert-butylamine
75-64-9

tert-butylamine

A

trimethyl citrate
1587-20-8

trimethyl citrate

B

citric acid triethyl ester
77-93-0

citric acid triethyl ester

C

dimethyl 3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioate
1242516-65-9

dimethyl 3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioate

D

3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioic acid
1242516-64-8

3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioic acid

Conditions
ConditionsYield
at 20℃;
ethanol
64-17-5

ethanol

citric acid
77-92-9

citric acid

A

Diethyl 2-methylsuccinate
4676-51-1

Diethyl 2-methylsuccinate

B

citric acid triethyl ester
77-93-0

citric acid triethyl ester

Conditions
ConditionsYield
With hydrogen In water at 200℃; under 3000.3 Torr; for 6h;A 19 %Spectr.
B n/a
propylamine
107-10-8

propylamine

citric acid triethyl ester
77-93-0

citric acid triethyl ester

2-hydroxy-N1,N2,N3-tripropylpropane-1,2,3-tricarboxamide
367493-05-8

2-hydroxy-N1,N2,N3-tripropylpropane-1,2,3-tricarboxamide

Conditions
ConditionsYield
In methanol at 20℃;96%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

N-butylamine
109-73-9

N-butylamine

N1,N2,N3-tributyl-2-hydroxypropane-1,2,3-tricarboxamide
38328-55-1

N1,N2,N3-tributyl-2-hydroxypropane-1,2,3-tricarboxamide

Conditions
ConditionsYield
In methanol at 20℃;93%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

acetic anhydride
108-24-7

acetic anhydride

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

Conditions
ConditionsYield
With 4-(dimethylamino)pyridine hydrochloride at 110℃; for 8h;90%
sulfuric acid at 80℃; for 3h;88%
With H-type zeolite catalyst at 60 - 120℃; under 760.051 Torr; for 2.83333h; Reagent/catalyst; Sealed tube; Inert atmosphere;
unter kontinuierlicher Entfernung der entstehenden Essigsaeure;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

benzoic acid anhydride
93-97-0

benzoic acid anhydride

C19H24O8
145867-24-9

C19H24O8

Conditions
ConditionsYield
With 4-(dimethylamino)pyridine hydrochloride at 110℃; for 28h;88%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

dasatanib
302962-49-8

dasatanib

C22H26ClN7O2S*C12H20O7

C22H26ClN7O2S*C12H20O7

Conditions
ConditionsYield
In methanol at 20℃; for 3h;86%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

2-hydroxypropane-1,2,3-tricarbohydrazide
18960-42-4

2-hydroxypropane-1,2,3-tricarbohydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 6h; Reflux;85%
With ethanol; hydrazine hydrate
citric acid triethyl ester
77-93-0

citric acid triethyl ester

citric acid α,α'-diethyl ester
101996-63-8

citric acid α,α'-diethyl ester

Conditions
ConditionsYield
With sodium hydroxide; chymotripsin; phosphate buffer pH=7 for 96h; Ambient temperature;85%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

Methacryloyl chloride
920-46-7

Methacryloyl chloride

C16H24O8
186351-92-8

C16H24O8

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; triethylamine In toluene at 0 - 20℃; for 4h; Inert atmosphere;82%
added-triethylcitrate

added-triethylcitrate

diethyl ether
60-29-7

diethyl ether

citric acid triethyl ester
77-93-0

citric acid triethyl ester

isobutylamine
78-81-9

isobutylamine

N,N',N
367493-06-9

N,N',N"-tri-iso-butylcitramide

Conditions
ConditionsYield
In methanol80.3%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

dimethyl aluminum fluoride
753-55-9

dimethyl aluminum fluoride

[(C(CH2COOC2H5)2(COOC2H5)O)AlF(CH3)]2
252270-77-2

[(C(CH2COOC2H5)2(COOC2H5)O)AlF(CH3)]2

Conditions
ConditionsYield
In toluene byproducts: CH4; N2-atmosphere; dropwise addn. of citrate ester to 1 equiv. Al-compd. at room temp., stirring for 24 h; crystn. (-20°C); further crop on concn. of mother liquor; elem. anal.;63%
diethyl ether
60-29-7

diethyl ether

citric acid triethyl ester
77-93-0

citric acid triethyl ester

N1,N2,N3-tributyl-2-hydroxypropane-1,2,3-tricarboxamide
38328-55-1

N1,N2,N3-tributyl-2-hydroxypropane-1,2,3-tricarboxamide

Conditions
ConditionsYield
With N-butylamine In methanol58%
diethyl ether
60-29-7

diethyl ether

citric acid triethyl ester
77-93-0

citric acid triethyl ester

2-hydroxy-N1,N2,N3-tripropylpropane-1,2,3-tricarboxamide
367493-05-8

2-hydroxy-N1,N2,N3-tripropylpropane-1,2,3-tricarboxamide

Conditions
ConditionsYield
With propylamine In methanol55%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

6-(benzyloxy)-1,3-dimethyl-1,3,5-triazine-2,4(1H,3H)-dione

6-(benzyloxy)-1,3-dimethyl-1,3,5-triazine-2,4(1H,3H)-dione

triethyl 2-benzyloxy-1,2,3-propanetricarboxylate
112031-19-3

triethyl 2-benzyloxy-1,2,3-propanetricarboxylate

Conditions
ConditionsYield
With trifluoroacetic acid In 1,4-dioxane at 50℃; for 11h; Molecular sieve; Inert atmosphere;55%
1-amino-3-methylbutane
107-85-7

1-amino-3-methylbutane

diethyl ether
60-29-7

diethyl ether

citric acid triethyl ester
77-93-0

citric acid triethyl ester

N,N',N''-triisopentyl citramide
367493-07-0

N,N',N''-triisopentyl citramide

Conditions
ConditionsYield
In methanol52.1%
5%MeOH

5%MeOH

citric acid triethyl ester
77-93-0

citric acid triethyl ester

3-Hydroxy-3,4-bis(ethoxycarbonyl)butanoic acid
19958-02-2

3-Hydroxy-3,4-bis(ethoxycarbonyl)butanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; acetic acid In methanol; ethanol; water38%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

O-benzyl 2,2,2-trichloroacetimidate
81927-55-1

O-benzyl 2,2,2-trichloroacetimidate

triethyl 2-benzyloxy-1,2,3-propanetricarboxylate
112031-19-3

triethyl 2-benzyloxy-1,2,3-propanetricarboxylate

Conditions
ConditionsYield
trifluorormethanesulfonic acid In dichloromethane; cyclohexane for 2.5h; Ambient temperature;5%
citric acid triethyl ester
77-93-0

citric acid triethyl ester

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

1-cyano-butane-1,2,3,4-tetracarboxylic acid tetraethyl ester
861310-20-5

1-cyano-butane-1,2,3,4-tetracarboxylic acid tetraethyl ester

Conditions
ConditionsYield
With ethanol
citric acid triethyl ester
77-93-0

citric acid triethyl ester

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

rac-4-oxocyclopentane-1,2-dicarboxylic acid
1703-61-3

rac-4-oxocyclopentane-1,2-dicarboxylic acid

Conditions
ConditionsYield
With ethanol Verseifung des neben 1-Cyan-butan-tetracarbonsaeure-(1.2.3.4)-tetraaethylester entstehenden Produkts mit Schwefelsaeure;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

citric acid β-ethyl ester
4552-01-6

citric acid β-ethyl ester

Conditions
ConditionsYield
Verseifung;
With sodium hydroxide; Petroleum ether
citric acid triethyl ester
77-93-0

citric acid triethyl ester

3-Hydroxy-3,4-bis(ethoxycarbonyl)butanoic acid
19958-02-2

3-Hydroxy-3,4-bis(ethoxycarbonyl)butanoic acid

Conditions
ConditionsYield
With sodium hydroxide durch fraktionierte Verseifung;
With sodium hydroxide; Petroleum ether at 0℃;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

Diethyl-3-(ethoxycarbonyl)pent-2-endioat
5349-99-5

Diethyl-3-(ethoxycarbonyl)pent-2-endioat

Conditions
ConditionsYield
With phosphorus trichloride Destillation des Reaktionsproduktes;
With phosphorus pentachloride Destillation des Reaktionsproduktes;
Multi-step reaction with 2 steps
1: 88 percent / H2SO4 / 3 h / 80 °C
2: 89 percent / 1.5 h / 275 °C
View Scheme
citric acid triethyl ester
77-93-0

citric acid triethyl ester

sulfurous acid bis-(1,2-bis-ethoxycarbonyl-1-ethoxycarbonylmethyl-ethyl ester)

sulfurous acid bis-(1,2-bis-ethoxycarbonyl-1-ethoxycarbonylmethyl-ethyl ester)

Conditions
ConditionsYield
With pyridine; thionyl chloride; diethyl ether at 10℃;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

(4-hydroxy-3,6-dioxo-hexahydro-pyridazin-4-yl)-acetic acid hydrazide

(4-hydroxy-3,6-dioxo-hexahydro-pyridazin-4-yl)-acetic acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate
citric acid triethyl ester
77-93-0

citric acid triethyl ester

phenyl isocyanate
103-71-9

phenyl isocyanate

2-phenylcarbamoyloxy-propane-1,2,3-tricarboxylic acid triethyl ester

2-phenylcarbamoyloxy-propane-1,2,3-tricarboxylic acid triethyl ester

Conditions
ConditionsYield
at 130℃;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

acetyl chloride
75-36-5

acetyl chloride

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

citric acid triethyl ester
77-93-0

citric acid triethyl ester

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

2-diphenoxyphosphoryloxy-propane-1,2,3-tricarboxylic acid triethyl ester
102089-54-3

2-diphenoxyphosphoryloxy-propane-1,2,3-tricarboxylic acid triethyl ester

Conditions
ConditionsYield
With pyridine
methanol
67-56-1

methanol

citric acid triethyl ester
77-93-0

citric acid triethyl ester

lithium sodium dianion of methyl acetoacetate
64670-05-9

lithium sodium dianion of methyl acetoacetate

methyl 1,8-dihydroxy-6-(ethoxycarbonyl)-2-(methoxycarbonyl)-3-naphthylacetate
107182-07-0

methyl 1,8-dihydroxy-6-(ethoxycarbonyl)-2-(methoxycarbonyl)-3-naphthylacetate

Conditions
ConditionsYield
With calcium acetate 1.) THF, 0 deg C, 2 h; 2.) reflux, 2 h; Yield given. Multistep reaction;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl 1,8-dihydroxy-6-(ethoxycarbonyl)-2-(methoxycarbonyl)-3-naphthylacetate
107182-07-0

methyl 1,8-dihydroxy-6-(ethoxycarbonyl)-2-(methoxycarbonyl)-3-naphthylacetate

Conditions
ConditionsYield
With n-butyllithium; calcium acetate; sodium hydride 1.) THF, hexane, 1 h, room temperature, 2.) MeOH, 2 h, reflux; Yield given. Multistep reaction;
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