Thionyl Chloride → 3-(4-Chlorobenzoyl)-2-methyl-benzenehexanoic acid chloride

HRID 26012Notes

Reaction equation

[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[C:9]([CH3:22])=[C:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19](O)=[O:20])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:27])=O>>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[C:9]([CH3:22])=[C:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([Cl:27])=[O:20])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 205344893-(4-Chlorobenzoyl)-2-methylbenzene hexanoic acid

Product 1

HCID 541482463-(4-Chlorobenzoyl)-2-methyl-benzenehexanoic acid chloride

Procedure

Using the procedure of Example 2, 3-(4-chlorobenzoyl)-2-methylbenzene hexanoic acid was reacted with thionyl chloride to form 3-(4-chlorobenzoyl)-2-methyl-benzenehexanoic acid chloride which was then reacted with 4-(3-trifluoromethylphenyl)-1-piperazinyl-ethanol followed by hydrochloric acid to obtain 2-[4-(3-trifluoromethylphenyl)-1-piperazinyl]-ethyl 3-(4-chlorobenzoyl)-2-methyl-benzenehexanoate hydrochloride melting at 108° C.

Sources & evidence

ORD record: ord-0fd6484f08c942b2824a17c081cb68e6
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04147790

Reaction notes

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