Triethylamine → HCID 22462504, compound

HRID 1936997Notes

Reaction equation

HRID 1936997 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[CH:6]3[CH2:13][CH2:14][CH2:15][CH:5]3[C:4]=2[CH:3]=1.F[B-](F)(F)F.[CH3:21][O+](C)C.C(N(CC)CC)C>ClCCl>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[C:7]([O:12][CH3:21])[CH:6]3[CH2:13][CH2:14][CH2:15][CH:5]3[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 18516368HCID 18516368, compound

Product 1

HCID 22462504HCID 22462504, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 8-chloro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one (200 mg, 0.9 mmol) in dichloromethane (20 ml) is stirred with trimethyloxonium tetrafluoroborate (134 mg, 0.9 mmol) for 24 hours at room temperature. After triethylamine (0.13 ml, 0.9 mmol) is added, the batch is concentrated by evaporation and purified by column chromatography (SiO2, 40% moist) with ethyl acetate-hexane: 180 mg (85%) of product.

Workup

  1. concentrationthe batch is concentrated by evaporation
  2. custompurified by column chromatography (SiO2, 40% moist) with ethyl acetate-hexane

Sources & evidence

ORD record
ord-d7bd35535dcd48ee8d00785ede8db954
Source dataset
uspto-grants-2002_05
Patent number
US06391887B1

Reaction notes

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