2,2,2-Trichloroethyl chloroformate → HCID 70214230, compound

HRID 380495Notes

Reaction equation

HRID 380495 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][S:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[Cl:23][C:24]([Cl:31])([Cl:30])[CH2:25][O:26][C:27](Cl)=[O:28]>C(#N)C>[Cl:23][C:24]([Cl:31])([Cl:30])[CH2:25][O:26][C:27]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][S:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:10][CH2:9]1)=[O:28]

Participants

4

Reactant 2

HCID 870632,2,2-Trichloroethyl chloroformateHCID 10543085HCID 10543085, compound

Product 1

HCID 70214230HCID 70214230, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1.24 g (3.98 mmol) of 1-benzyl-4-(2-(phenylmercapto)-1-ethyl)piperidine and 0.61 mL (4.4 mmol) of 2,2,2-trichloroethylchloroformate in 10 mL of acetonitrile was stirred at rt for 2.5 h. The reaction mixture was concentrated and the residue was purified by chromatography (silica, hexanes:ehtyl acetate, 4:1) to give 1.48 g of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by chromatography (silica, hexanes:ehtyl acetate, 4:1)

Sources & evidence

ORD record
ord-e7003958ce044cf68b96214d6a43db03
Source dataset
uspto-grants-2001_10
Patent number
US06303593B1

Reaction notes

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