Ethyl chloroformate → HCID 10247636, compound

HRID 465369Notes

Reaction equation

HRID 465369 reaction equation
[C:1](Cl)(=[O:5])[O:2][CH2:3][CH3:4].[C:7]1([CH:13]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:14][CH:15]2[CH2:20][CH2:19][N:18](C)[CH2:17][CH2:16]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1>[C:22]1([CH:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[S:14][CH:15]2[CH2:20][CH2:19][N:18]([C:1]([O:2][CH2:3][CH3:4])=[O:5])[CH2:17][CH2:16]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 14624167HCID 14624167, compound

Product 1

HCID 10247636HCID 10247636, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A quantity of 11.6 g of ethyl chlorocarbonate was added dropwise to a solution of 6.40 g of 4-(diphenylmethylthio)-1-methylpiperidine in 30 ml of toluene, and then the resulting mixture was refluxed for 2.5 hours. After cooling, the reaction mixture was washed with hydrochloric acid and water, dried and concentrated to give 7.73 g of pale yellowish brown solid, which were recrystallized from n-hexane to give colorless needles, mp 70°~71° C.

Workup

  1. temperaturethe resulting mixture was refluxed for 2.5 hours
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with hydrochloric acid and water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-9e32b6e1be0d4226bd681e002e903d19
Source dataset
uspto-grants-1992_10
Patent number
US05153207

Reaction notes

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