Methanol → HCID 10104519, compound

HRID 1776626Notes

Reaction equation

HRID 1776626 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].O=S(Cl)Cl.[CH3:19]O>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12]([O:14][CH3:19])=[O:13])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 855263-(4-Nitrophenyl)propanoic acid

Product 1

HCID 10104519HCID 10104519, compoundYield 84%

Procedure

3-(4-nitrophenyl)propanoic acid (500 mg, 2.56 mmol) was dissolved in MeOH (10 ml). SOCl2 (0.374 ml, 5.12 mmol) was added at 0° C., and the reaction was refluxed for 2 hours. The solvent was evaporated under vacuum, and the crude product was triturated in petroleum ether to give methyl 3-(4-nitrophenyl)propanoate (450 mg, 2.151 mmol, 84% yield).

Workup

  1. temperaturethe reaction was refluxed for 2 hours
  2. customThe solvent was evaporated under vacuum
  3. customthe crude product was triturated in petroleum ether

Sources & evidence

ORD record
ord-9ca1f7c333014151a6441c6e0d48807a
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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