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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586636Generated: October 31, 2026

Methanol → HCID 22335658, compound

https://huagongshe.com/reaction/586636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantDiphosgeneHCID 10426—
ReactantHCID 14855804HCID 14855804—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22335658HCID 22335658178.1%

Reaction Steps

7-(4-Chlorophenyl)-6-phenyl-2,3-dihydro-1H-pyrrolizine (Example 21 b, 4.0 g, 13.6 mmol), dissolved in THF (25 ml) is treated with triethylamine (2.0 ml, 1.5 g, 15 mmol). A solution of diphosgene (1.5 g, 7.5 mmol), dissolved in THF (15 ml), is added dropwise to this solution at RT, and it is stirred for 12 h. Methanol (abs., 8.0 ml, 6.3 g, 200 mmol) and triethylamine (2.0 ml, 1.5 g, 15 mmol) are then added, and the mixture is stirred at RT for a further 48 h. The reaction mixture is concentrated in vacuo, ammonium salts are taken up in water (10 ml), and the residue which remains is filtered off with suction and dried. 4.7 g (98.3%) of crude product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936632B2
Source datasetuspto-grants-2005_08
ORD IDord-b7b920e6335f4874a416a4d4fcf580ea
Source noteuspto-grants-2005_08