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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085684Generated: October 31, 2026

(Phenylthio)acetic acid → HCID 22730197, compound

https://huagongshe.com/reaction/2085684

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 numberUS06720338B2
Source datasetuspto-grants-2004_04
ORD IDord-d6e1c5b6fb604c3eba4207373f7564a5
Source noteuspto-grants-2004_04