Thionyl Chloride → 3-(4-Methylphenyl)propanoyl chloride

HRID 1952957Notes

Reaction equation

HRID 1952957 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:15])=O>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([Cl:15])=[O:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 739273-(p-Tolyl)propionic acid

Product 1

HCID 130292003-(4-Methylphenyl)propanoyl chloride

Procedure

3-(4-Methylphenyl)propanoic acid (0.055 moles, 9 g) is dissolved in thionyl chloride (1.008 moles, 120 g). The mixture is stirred for 30' at r.t., then refluxed for 1 h 30', evaporated under vacuum to an oil and taken up with toluene and hexane, each time evaporating to dryness. Yield: 12.4 g

Workup

  1. temperaturerefluxed for 1 h 30',
  2. customevaporated under vacuum to an oil
  3. customeach time evaporating to dryness

Sources & evidence

ORD record
ord-5de4e56af3a045cf87d8bd2bb6419edf
Source dataset
uspto-grants-2000_09
Patent number
US06114391

Reaction notes

Loading…