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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029877Generated: November 2, 2026

Triethylamine → HCID 67915818, compound

https://huagongshe.com/reaction/1029877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanto-Chlorophenylacetic acidHCID 17124—
Reactant7,7-Diphenylhexahydro-1H-isoindol-4(2H)-one hydrochlorideHCID 21264543—
SolventDichloromethaneHCID 6344—
ProductHCID 67915818HCID 6791581861.5%

Reaction Steps

N,N'-Carbonyldiimidazole (1.13 g) is added to a solution of 2-chlorophenylacetic acid (1.19 g) in dry dichloromethane (30 cc), cooled to +5° C. The mixture is stirred for 15 minutes at +5° C. and a solution of (3aRS,7aRS)-7,7-diphenyl-4-perhydroisoindolone hydrochloride (2.28 g) and triethylamine (1.96 cc) in dichloromethane (20 cc) is then added. The reaction mixture is stirred at 20° C. for 2.5 hours, then washed with water (2×150 cc), dried over magnesium sulphate and filtered and the filtrate is concentrated to dryness under reduced pressure (2.7 kPa). The solid obtained is crystallized from a mixture of acetonitrile (25 cc) and isopropyl ether (25 cc). The crystals are drained, washed with isopropyl ether and dried. (3aRS,7aRS)-7,7-diphenyl-2-[(2-chlorophenyl)acetyl]-4-perhydroisoindolone (1.9 g) is obtained in the form of white crystals melting at 206° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05102667
Source datasetuspto-grants-1992_04
ORD IDord-a8721b03b9234f878fbb94ac9ec5c990
Source noteuspto-grants-1992_04