Phenylacetyl chloride → HCID 67745344, compound

HRID 375499Notes

Reaction equation

C(N(CC)CC)C.[C:8]1([CH2:14][C:15](Cl)=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl.[C:19]1([C:25]2([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH:33]3[CH:29]([CH2:30][NH:31][CH2:32]3)[S:28](=[O:35])(=[O:34])[CH2:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>ClCCl>[C:36]1([C:25]2([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:33]3[CH:29]([CH2:30][N:31]([C:15](=[O:16])[CH2:14][C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[CH2:32]3)[S:28](=[O:34])(=[O:35])[CH2:27][CH2:26]2)[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

Conditions

Temperature: 0 °C

Procedure

0.35 cm3 of triethylamine and a solution of 0.17 cm3 of phenylacetyl chloride in 5 cm3 of dichloromethane are added to a suspension, cooled to 0° C., of 0.46 g of (4aRS,7aRS)-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1,1-dioxide hydrochloride in 10 cm3 of dichloromethane. After stirring for 1 hour at 0° C. and then 1 hour at 20° C., the reaction mixture is diluted with 10 cm3 of dichloromethane, washed twice with 30 cm3 of distilled water, dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). The oil obtained is crystallized from 30 cm3 of ethyl ether, the crystals are drained and dried. 0.50 g of (4aRS,7aRS)-4,4-diphenyl-6-phenylacetylperhydrothiopyrano[2,3-c]pyrrole 1,1-dioxide is obtained in the form of white crystals.

Workup

washwashed twice with 30 cm3 of distilled water
dry with materialdried over magnesium sulphate
concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
customThe oil obtained
customis crystallized from 30 cm3 of ethyl ether
customdried

Sources & evidence

ORD record: ord-5b921a9a8cf4413db855e3bccb227e8f
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05484942

Reaction notes

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