Ethyl chloroformate → HCID 10473528, compound

HRID 465368Notes

Reaction equation

HRID 465368 reaction equation
[C:1](Cl)(=[O:5])[O:2][CH2:3][CH3:4].[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:15][CH:16]2[CH2:21][CH2:20][N:19](C)[CH2:18][CH2:17]2)=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[F:7][C:8]1[CH:9]=[CH:10][C:11]([CH:14]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[O:15][CH:16]2[CH2:17][CH2:18][N:19]([C:1]([O:2][CH2:3][CH3:4])=[O:5])[CH2:20][CH2:21]2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 19874291HCID 19874291, compound

Product 1

HCID 10473528HCID 10473528, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A quantity of 92.9 g of ethyl chlorocarbonate was added dropwise to a solution of 50.2 g of (±)-4-[(4-fluorophenyl)phenylmethoxy]-1-methylpiperidine in 200 ml of toluene, and the resulting solution was refluxed for 8 hours. After cooling, the reaction solution was washed with hydrochloric acid and water, dried and concentrated to give 51.9 g of yellowish brown liquid.

Workup

  1. temperaturethe resulting solution was refluxed for 8 hours
  2. temperatureAfter cooling
  3. washthe reaction solution was washed with hydrochloric acid and water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e993314bcbaa42a4a969d1867c44ecbb
Source dataset
uspto-grants-1992_10
Patent number
US05153207

Reaction notes

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