Hydrochloric Acid → Methyl 3-(4-bromophenyl)propanoate

HRID 1944718Notes

Reaction equation

HRID 1944718 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1.O1CCOC[CH2:15]1>CO>[Br:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]([O:13][CH3:15])=[O:12])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 27356093-(4-Bromophenyl)propionic acid

Product 1

HCID 11447883Methyl 3-(4-bromophenyl)propanoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

HCl in dioxane (4M, 61.1 mL) was added to a solution of 3-(4-bromophenyl)propanoic acid in methanol (60 mL) at room temperature. The reaction was stirred 18 h and then concentrated under vacuum. The crude product was purified by flash chromatography on silica gel using a 0-50% ethyl acetate-n-heptane gradient to afford 5.1 g of product as a colorless oil.

Workup

  1. concentrationconcentrated under vacuum
  2. customThe crude product was purified by flash chromatography on silica gel using a 0-50% ethyl acetate-n-heptane gradient

Sources & evidence

ORD record
ord-e8175b7792004d04893ec87e91e3d9b8
Source dataset
uspto-grants-2013_03
Patent number
US08394858B2

Reaction notes

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