Chloroethane → HCID 18983517, compound

HRID 1440366Notes

Reaction equation

[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:3]=1[C:4](Cl)=[O:5].[C:13]1([P:19]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:20]CC)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(Cl)C>C(N(CC)CC)C>[C:13]1([P:19]([C:4](=[O:5])[C:3]2[C:2]([CH3:1])=[CH:10][C:9]([CH3:11])=[CH:8][C:7]=2[CH3:12])(=[O:20])[O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

Conditions

Temperature: 115 °C

Procedure

96.4 g (0.528 mol) of 2,4,6-trimethylbenzoyl chloride and 1.2 g of triethylamine were heated to 115° C. and 65 g (0.264 mol) of monoethyl monophenyl phenylphosphonite were added dropwise in 75 minutes under a nitrogen atmosphere and with vigorous stirring. Ethyl chloride was given off as gas and was condensed in a downstream cold trap. The mixture was then further stirred for 2 hours at 115° C. and simultaneously a relatively strong nitrogen stream was passed through the apparatus. In total, at the end of the reaction 16 g (94% of theory) of ethyl chloride were situated in the cold trap. The excess 2,4,6-trimethylbenzoylchloride was then distilled off at 1 mbar and the residue was distilled with the aid of a thin-film evaporator (bath temperature: 230° C.; 0.3 mbar). 78 g were obtained. The yield was 81% of theory.

Workup

customcondensed in a downstream cold trap
distillationThe excess 2,4,6-trimethylbenzoylchloride was then distilled off at 1 mbar
distillationthe residue was distilled with the aid of a thin-film evaporator (bath temperature: 230° C.; 0.3 mbar)
custom78 g were obtained

Sources & evidence

ORD record: ord-e2e7e1fe102c44e6851e8b9034182809
Source dataset: uspto-grants-1996_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05498741

Reaction notes

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