4-Chlorobenzoyl chloride → HCID 23161670, compound

HRID 724884Notes

Reaction equation

[Cl:1][C:2]1C=C(C=[C:8]([Cl:10])[CH:9]=1)CO.[Si]([O:18][Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])(C(C)(C)C)(C)C.[CH2:26]([Li])[CH2:27][CH2:28][CH3:29].[Cl:31][C:32]1[CH:40]=[CH:39][C:35]([C:36](Cl)=[O:37])=[CH:34][CH:33]=1>>[Si:19]([O:18][CH2:29][C:28]1[C:8]([Cl:10])=[C:9]([C:2]([Cl:1])=[CH:26][CH:27]=1)[C:36]([C:35]1[CH:39]=[CH:40][C:32]([Cl:31])=[CH:33][CH:34]=1)=[O:37])([C:22]([CH3:23])([CH3:24])[CH3:25])([CH3:20])[CH3:21]

Participants

Reactant 4

HCID 85014-Chlorobenzoyl chloride

HCID 432363,5-Dichlorobenzylic alcohol

HCID 590018TBDMS ether

HCID 178418339Butyllithium

Product 1

HCID 23161670HCID 23161670, compound

Procedure

Compound 26, an intermediate in the preparation of compound 1, can be prepared in several steps beginning with 3,5-dichlorobenzyl alcohol. The alcohol is protected as a t-butyldimethylsilyl ether, then treated with n-butyllithium followed by 4-chlorobenzoyl chloride to produce 4-(t-butyldimethylsilyloxymethyl-2,4',6-trichlorobenzophenone. Removal of the silyl protecting group provides compound 26.

Workup

customcan be prepared in several steps

Sources & evidence

ORD record: ord-38cadca5dfd348bc8406cdecacda3d5f
Source dataset: uspto-grants-1998_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05705514

Reaction notes

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