t-Butyl 4-bromo-1-naphthalenecarboxylate

Base Information

• Chemical Name: t-Butyl 4-bromo-1-naphthalenecarboxylate
• CAS No.: 929000-22-6
• Molecular Formula: C₁₅H₁₅BrO₂
• Molecular Weight: 307.187
• Hs Code.: 2916399090
• Mol file: 929000-22-6.mol

Synonyms:2-Methyl-2-propanyl 4-bromo-1-naphthoate;

Chemical Property of t-Butyl 4-bromo-1-naphthalenecarboxylate

Chemical Property:

• Boiling Point: 393.655 °C at 760 mmHg
• Flash Point: 191.876 °C
• PSA: 26.30000
• Density: 1.352 g/cm³
• LogP: 4.55760
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

t-Butyl 4-bromo-1-naphthoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of t-Butyl 4-bromo-1-naphthalenecarboxylate

There total 2 articles about t-Butyl 4-bromo-1-naphthalenecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

potassium tert-butylate (865-47-4) + 4-bromo-1-naphthoic acid chloride (87700-65-0) → tert-butyl 4-bromonaphthalene-1-carboxylate (929000-22-6)

Guidance literature:

In tetrahydrofuran;

Reference yield:

4-bromonaphthalene-1-carboxylic acid (16650-55-8) → tert-butyl 4-bromonaphthalene-1-carboxylate (929000-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / Reflux

2: tetrahydrofuran

With thionyl chloride; In tetrahydrofuran; toluene;

Reference yield:

tert-butyl 4-bromonaphthalene-1-carboxylate (929000-22-6) → 1-[(E)-[4-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-isothiazol-3-yl]-1-naphthyl]methyleneamino]-3-(2,2,2-trifluoroethyl)urea

Guidance literature:

Multi-step reaction with 9 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / Inert atmosphere; Reflux

1.2: 2 h / 20 °C / Inert atmosphere

2.1: calcium hydroxide / tert-butyl methyl ether; N,N-dimethyl-formamide / 100 °C / Dean-Stark

3.1: triethylamine; hydrogen sulfide / dichloromethane / 0 °C

4.1: triethylamine; hydroxylamine-O-sulfonic acid / dichloromethane; water / 1 h / -15 - 0 °C

4.2: 3 h / 20 °C / Molecular sieve; Acidic conditions

5.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

6.1: oxalyl dichloride / toluene; N,N-dimethyl-formamide; dichloromethane / 20 °C

7.1: diisobutylaluminium hydride / toluene; dichloromethane / 3 h / 0 °C

8.1: Dess-Martin periodane / dichloromethane / 20 °C

9.1: acetic acid / ethanol / 20 - 70 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; oxalyl dichloride; hydrogen sulfide; diisobutylaluminium hydride; Dess-Martin periodane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; triethylamine; trifluoroacetic acid; calcium hydroxide; hydroxylamine-O-sulfonic acid; In ethanol; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

4-bromonaphthalene-1-carboxylic acid

potassium tert-butylate

4-bromo-1-naphthoic acid chloride

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