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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 569228Generated: October 27, 2026

Trichloroacetyl chloride → 6,6-Dichloro-2-(3-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)bicyclo[3.2.0]heptan-7-one

https://huagongshe.com/reaction/569228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrichloroacetyl chlorideHCID 6420—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-(3-[(1,1-Dimethylethyl)dimethylsiloxy]pent-1-yl)cyclopenteneHCID 13924076—
CatalystZinc copper coupleHCID 10290809—
SolventDiethyl EtherHCID 3283—
Product6,6-Dichloro-2-(3-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)bicyclo[3.2.0]heptan-7-oneHCID 1420410962.5%

Reaction Steps

In the next step, the procedure of Example 6C is used, but there are substituted: 3-(3-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)cyclopentene ([3-(2-cyclopenten-1-yl)-1-ethylpropoxy](1,1-dimethylethyl)dimethylsilane) (15 g, 0.056 moles) dissolved in ether (100 ml), trichloroacetyl chloride (20.3 g, 0.11 moles) and phosphorous oxychloride (17.2 g, 0.11 moles) both dissolved in ether (50 ml), zinc/copper couple (10 g, 0.16 moles). The crude product is subjected to short path vacuum distillation leaving a clear yellow oil (13.5 g, 0.035 moles) of 7,7-dichloro-4-[3-[[1,1-dimethylethyl)dimethylsilyloxy]pentyl]bicyclo[3.2.0]heptan-6-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04731458
Source datasetuspto-grants-1988_03
ORD IDord-2d9810a08e494147bf9760d7dd220703
Source noteuspto-grants-1988_03