Boron trifluoride etherate → HCID 67455828, compound

HRID 2174719Notes

Reaction equation

HRID 2174719 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([N:9]2[CH2:11][CH:10]2[C:12]([O:14][CH3:15])=[O:13])=[O:8])=[CH:4][CH:3]=1.[CH3:16][O:17][CH2:18][CH2:19][OH:20].B(F)(F)F.CCOCC>C(Cl)Cl>[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH:10]([CH2:11][O:20][CH2:19][CH2:18][O:17][CH3:16])[C:12]([O:14][CH3:15])=[O:13])=[O:8])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 80192-MethoxyethanolHCID 86253095HCID 86253095, compound

Product 1

HCID 67455828HCID 67455828, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.30 g (about 1 mmol) methyl N-(5-chlorothiophen-2yl)carbonyl-aziridine-2-carboxylate and 0.29 ml (3.7 mmol) 2-methoxyethanol in 4 ml methylene chloride is slowly combined with 0.16 ml boron trifluoride etherate and stirred for 3 h. The reaction mixture is concentrated and purified by chromatography (silica gel, petroleum ether/ethyl acetate 80/20->40/60). Rf value: 0.05 (silica gel; methylene chloride/methanol 80/20)

Workup

  1. concentrationThe reaction mixture is concentrated
  2. custompurified by chromatography (silica gel, petroleum ether/ethyl acetate 80/20->40/60)

Sources & evidence

ORD record
ord-3452322c098a416fa2e8797f6a2b4756
Source dataset
uspto-grants-2015_06
Patent number
US09062034B2

Reaction notes

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