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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775779Generated: October 30, 2026

Diethyl Ether → HCID 118415268, compound

https://huagongshe.com/reaction/1775779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBoron trifluorideHCID 6356—
Reactant(1-tert-Butoxy-vinyloxy)-tert-butyl-dimethyl-silaneHCID 10922347—
ReactantHCID 118415298HCID 118415298—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 118415268HCID 11841526866%

Reaction Steps

To (1-tert-butoxyvinyloxy)(tert-butyl)dimethylsilane (7) (9.9 g, 43.0 mmol) in dichloromethane (80 mL) was added (S)—N-benzyl-1-cyclopentyl-2,2-dimethoxy-(S)—N-benzyl-1-cyclopentyl-2,2-dimethoxy-N-methylethanamine (6) (8.0 g, 28.8 mmol) followed by a solution of BF3. ether (3.6 mL) in DMF (4.9 mL) and dichloromethane (20 mL) at 0° C. The reaction mixture was stirred at room temperature overnight. After concentrated, the residue was purified by silica gel flash chromatography (petroleum ether:ethyl acetate, 10:1) to give product 8 (4.3 g, 66%). LC-MS: 361.3 [M+H+]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260478B2
Source datasetuspto-grants-2016_02
ORD IDord-318e08feda5e4e6782a772d5aae8add1
Source noteuspto-grants-2016_02