Triethylamine → HCID 11183976, compound

HRID 407065Notes

Reaction equation

HRID 407065 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].[CH:14]1([CH2:17][OH:18])[CH2:16][CH2:15]1.C(N(CC)CC)C>C(Cl)Cl>[C:2](=[O:3])([O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:11]([O-:13])=[O:12])=[CH:9][CH:10]=1)[O:18][CH2:17][CH:14]1[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75644CyclopropanemethanolHCID 821294-Nitrophenyl chloroformate

Product 1

HCID 11183976HCID 11183976, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

p-Nitrophenyl chloroformate (0.56 g, 2.8 mmol) was added to a mixture of cyclopropyl carbinol (0.20 g, 2.8 mmol) and triethylamine (0.58 mL, 4.2 mmol) in methylene chloride (5 mL). The mixture was stirred at r.t. for 2 h. After removal of solvent, the residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-40%) to afford the desired product.

Workup

  1. customAfter removal of solvent
  2. customthe residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-40%)

Sources & evidence

ORD record
ord-4626f51649154682adcefee4c431f947
Source dataset
uspto-grants-2014_06
Patent number
US08754114B2

Reaction notes

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