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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111683Generated: October 25, 2026

Triethylamine → 3.4,5.6-Tetrahydrophthalimidomethyl dispiro(2.0.4.1)nonane-9-Carboxylate

https://huagongshe.com/reaction/1111683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
ReactantN-(Hydroxymethyl)-3,4,5,6-tetrahydrophthalimideHCID 78597—
ReactantDispiro(2.0.4.1)nonan-9-carboxylic acidHCID 22767648—
SolventBenzeneHCID 241—
SolventDiethyl EtherHCID 3283—
Product3.4,5.6-Tetrahydrophthalimidomethyl dispiro(2.0.4.1)nonane-9-CarboxylateHCID 22767655—

Reaction Steps

Dispiro(2.0.4.1)nonan-9-carboxylic acid (0.66g) was converted to the corresponding acid chloride by refluxing with thionyl chloride (1ml) in benzene (20 ml) for 1 hour. The acid chloride, N-hydroxymethyl-3,4,5,6-tetrahydrophthalimide (0.7g) and triethylamine (0.5g) were then stirred together in ether (50 ml) for 6 hours. After removal of solvent under reduced pressure the residue was purified by chromatography on silica gel using dichloromethane as eluent. The required product was obtained as an oil R.I. nD18 1.5318.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04118510
Source datasetuspto-grants-1978_10
ORD IDord-aaf3ae2a005040e89a8cd44fc2b3e927
Source noteuspto-grants-1978_10