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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356018Generated: November 1, 2026

(Phenylthio)acetic acid → HCID 22730197, compound

https://huagongshe.com/reaction/2356018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Phenylthio)acetic acidHCID 59541—
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
ReactantTricyclo(3.3.1.13,7)dec-1-ylmethylamineHCID 86625—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 22730197HCID 22730197—

Reaction Steps

A room temperature solution of (phenylsulfanyl)acetic acid (1.68 g, 10.0 mmol) in dichloromethane (10 mL) was treated with 2M oxalyl chloride in dichloromethane (8 mL, 16.0 mmol) and DMF (1 drop), stirred for 2 hours, concentrated, dissolved in dichloromethane (10 mL), treated with 1-adamantylmethylamine (1.65 g, 10.0 mmol) and N,N-diisopropylethylamine (2.1 mL, 12.0 mmol), and stirred for 1 hour. The mixture was filtered through a pad of silica gel (20 g) and concentrated to provide the desired product of sufficient purity for subsequent use.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754886B2
Source datasetuspto-grants-2010_07
ORD IDord-f776c4015292410fb9fd5248d00342d0
Source noteuspto-grants-2010_07