Acetic Acid → 3-Chloro-2-hydroxypropyl acetate

HRID 1075312Notes

Reaction equation

[C:1]([OH:4])(=[O:3])[CH3:2].[CH2:5]([CH:7]1[O:9][CH2:8]1)[Cl:6]>>[C:1]([O:4][CH2:8][CH:7]([OH:9])[CH2:5][Cl:6])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 176Acetic Acid

HCID 7835Epichlorohydrin

Product 1

HCID 980693-Chloro-2-hydroxypropyl acetate

Conditions

Temperature: 28 °C

Procedure

To a stirred solution of 1.5 g of anhydrous ferric chloride in 612 g (10.02 moles) of glacial acetic acid was added 925 g (10.0 moles) of epichlorohydrin at 20° C. over a period of 10 minutes. The reaction temperature increased to 28° C. The mixture was then heated at 65°-70° C. for 24 hours. The 1H NMR spectrum of the product was identical with that of Example 1. The material was used in the next step.

Workup

temperatureThe mixture was then heated at 65°-70° C. for 24 hours

Sources & evidence

ORD record: ord-fd78db388b784b758219b02593b1098f
Source dataset: uspto-grants-1983_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04395561

Reaction notes

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