Hydrochloric Acid → 2-Chloroprop-2-en-1-yl chloro(oxo)acetate

HRID 2050486Notes

Reaction equation

HRID 2050486 reaction equation
[C:1](Cl)(=[O:5])[C:2]([Cl:4])=[O:3].[Cl:7][C:8](=[CH2:11])[CH2:9][OH:10].Cl>>[Cl:7][C:8](=[CH2:11])[CH2:9][O:10][C:1](=[O:5])[C:2]([Cl:4])=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 65578Oxalyl chlorideHCID 800762-Chloro-2-propen-1-ol

Product 1

HCID 141532432-Chloroprop-2-en-1-yl chloro(oxo)acetate

Conditions

Temperature
0 °C

Procedure

Oxalyl chloride (130 ml, 1.49 mol) was placed in a dry 3-neck flask under N2 and cooled to 0° C. With stirring, 2-chloroallyl alcohol (138 g, 1.49 mol) was added dropwise in a manner which maintained the temperature at 0°-2° C. and controlled the vigorous evolution of HCl, then allowed to warm to room temperature and held 16 hours and distilled to yield title product, 214 g, b.p. 82°-84° C./23 mm.

Workup

  1. temperaturemaintained the temperature at 0°-2° C.
  2. temperatureto warm to room temperature
  3. distillationdistilled

Sources & evidence

ORD record
ord-3268d0492ac243cf8d5f178a4704cd58
Source dataset
uspto-grants-1991_05
Patent number
US05013729

Reaction notes

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