Phosgene → Oleoyl chloride

HRID 611955Notes

Reaction equation

HRID 611955 reaction equation
[C:1]([OH:20])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(Cl)([Cl:23])=O>ClC1C=CC=CC=1>[C:1]([Cl:23])(=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 445639Oleic Acid

Product 1

HCID 5364783Oleoyl chloride

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

200 g (0.7 mol) of oleic acid and 725 g of monochlorobenzene are introduced into the reactor and 574 g (5.8 mol) of phosgene are then added. The set pressure is adjusted to 11.2 bar relative and the reaction medium is heated. The reaction is complete after 1 hour 30 min. The level of residual acid is 0.5 mol % and the level of oleoyl chloride obtained is 99.5 mol %.

Workup

  1. additionare then added
  2. temperaturethe reaction medium is heated

Sources & evidence

ORD record
ord-62ca88ca5ffc4d019208b9fb4a141efd
Source dataset
uspto-grants-1999_12
Patent number
US06002043

Reaction notes

Loading…