Benzyl chloroformate → HCID 67490951, compound

HRID 1917368Notes

Reaction equation

HRID 1917368 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].C([N:19]1[CH2:26][C:25]2([CH2:27][CH2:28][CH:29]=[CH2:30])[CH:21]([CH2:22][O:23][C:24]2=[O:31])[CH2:20]1)C1C=CC=CC=1>ClCCl>[CH2:5]([O:4][C:2]([N:19]1[CH2:26][C:25]2([CH2:27][CH2:28][CH:29]=[CH2:30])[CH:21]([CH2:22][O:23][C:24]2=[O:31])[CH2:20]1)=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 10387Benzyl chloroformateHCID 67490987HCID 67490987, compound

Product 1

HCID 67490951HCID 67490951, compoundYield 89.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzyl chloroformate (1.72 mL, 12.0 mmol) was added to a solution of 7-benzyl-1-(3-buten-1-yl)-3-oxa-7-azabicyclo[3.3.0]octan-2-one (1.09 g, 4.02 mmol) in dichloromethane (13.4 mL) in a nitrogen atmosphere, and the mixture was stirred at room temperature for five days. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→90:10→84:16→80:20→75:25→66:34→50:50) to give 1.13 g of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→90:10→84:16→80:20→75:25→66:34→50:50)

Sources & evidence

ORD record
ord-71411113e26a47b68c32600b868260d6
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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