Hydrochloric Acid → 2-Chlorophenyl propionate

HRID 67859Notes

Reaction equation

HRID 67859 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[C:9](Cl)(=[O:12])[CH2:10][CH3:11].Cl>>[C:9]([O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])(=[O:12])[CH2:10][CH3:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 72452-ChlorophenolHCID 62324Propionyl chloride

Product 1

HCID 3461892-Chlorophenyl propionateYield 86%

Conditions

Temperature
100 °C

Procedure

o-Chlorophenol (64 g, 0.5 mole) and propionyl chloride (50 g, 0.55 mole) were mixed at room temperature and then heated at 100° C. (steam bath) for 2-3 hrs. Hydrogen chloride gas was evolved. After 2-3 hrs the reaction mixture was distilled in vacuo and gave 78.8 g (86%) of o-chlorophenyl propionate, bp 11 mm =111° C.

Workup

  1. distillationAfter 2-3 hrs the reaction mixture was distilled in vacuo

Sources & evidence

ORD record
ord-7a40690e5b7045cc8b78a8c77f56e390
Source dataset
uspto-grants-1982_08
Patent number
US04347178

Reaction notes

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