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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444633Generated: October 31, 2026

1,2-Dichloroethane → Methyl 14-cyclohexyl-5-methyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate

https://huagongshe.com/reaction/1444633

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 68699880HCID 68699880—
SolventEthyl AcetateHCID 8857—
ProductMethyl 14-cyclohexyl-5-methyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylateHCID 68695685—

Reaction Steps

To a solution of methyl 14-cyclohexyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate in DCE (0.05 M) 1 eq of formaldehyde (37 wt. % sol. in H2O) and 2 eq of NaBH(OAc)3 were added and the solution stirred at RT for 1 h. The reaction mixture was diluted with EtOAc. The organic phase was washed with NaHCO3 (s.s.) and brine. The organic phase was dried over Na2SO4 filtered and concentrated in vacuo. The title compound was used directly in the next step; MS (ES+) m/z 403 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662809B2
Source datasetuspto-grants-2010_02
ORD IDord-e916ada497b948d08e8071c2874dc42a
Source noteuspto-grants-2010_02