Octanoic Acid → Octanoyl chloride

HRID 611953Notes

Reaction equation

HRID 611953 reaction equation
[C:1]([OH:10])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(Cl)([Cl:13])=O>ClC1C=CC=CC=1>[C:1]([Cl:13])(=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 379Octanoic AcidHCID 6371Phosgene

Product 1

HCID 8124Octanoyl chloride

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
25 °C

Procedure

86.6 g (0.6 mol) of octanoic acid and 890 g of monochlorobenzene are introduced into the reactor and 600 g (6.07 mol) of phosgene are then added over about 30 minutes, while maintaining the temperature of the reaction medium at a maximum of 25° C. The set pressure is adjusted to 10.5 bar relative and the reaction medium is heated. After two hours, the level of residual acid is about 1 mol %, the level of residual anhydride is zero and the level of octanoyl chloride obtained is 99 mol %.

Workup

  1. additionare then added over about 30 minutes
  2. temperaturethe reaction medium is heated

Sources & evidence

ORD record
ord-1460e59e3c9b450ab8bb4523a5a55d32
Source dataset
uspto-grants-1999_12
Patent number
US06002043

Reaction notes

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