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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714150Generated: November 1, 2026

Triethylamine → cis-3,8-Dimethyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene

https://huagongshe.com/reaction/1714150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactantcis-8-Methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluoreneHCID 16117548—
SolventDichloromethaneHCID 6344—
Productcis-3,8-Dimethyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluoreneHCID 16117682—
Productcis-8-Methyl-1,2,4,4a,9,9a-hexahydro-3-aza-fluorene-3-carboxylic acid ethyl esterHCID 86611064—

Reaction Steps

The title compound (9.0 mg, 0.044 mmol) was prepared by following the procedure of example 17. cis-8-Methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene (16 mg, 0.085 mmol) was reacted with ethyl chloroformate (18.5 mg, 0.17 mmol) and Et3N (43 mg, 0.43 mmol) in CH2Cl2 (0.5 mL) to give cis-8-methyl-1,2,4,4a,9,9a-hexahydro-3-aza-fluorene-3-carboxylic acid ethyl ester (12 mg, 0.046 mmol) which was reduced with LiAlH4 (3.5 mg, 0.093 mmol) in THF (1 mL): MS (ES) 202.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795436B2
Source datasetuspto-grants-2010_09
ORD IDord-d738f575107848e7a714aff16f940529
Source noteuspto-grants-2010_09