Phenyl chloroformate → 4-Phenoxycarbonyl-2-toluene-p-sulphonyloxymethylmorpholine

HRID 1283100Notes

Reaction equation

HRID 1283100 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][O:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:9]1)C1C=CC=CC=1.[C:26]1([O:32][C:33](Cl)=[O:34])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>ClCCl>[O:32]([C:33]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][O:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)(=[O:17])=[O:18])[CH2:9]1)=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 122977674-Benzyl-2-toluene-p-sulphonyloxymethylmorpholine

Product 1

HCID 214303984-Phenoxycarbonyl-2-toluene-p-sulphonyloxymethylmorpholine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-benzyl-2-toluene-p-sulphonyloxymethylmorpholine (5 g.) in dichloromethane (50 ml.), phenylchloroformate (2 ml.) is added and the mixture is stirred at ambient temperature (ca 20°C) for 24 hours. The solvent is evaporated and the residual oil is recrystallised from ethanol to give 4-phenoxycarbonyl-2-toluene-p-sulphonyloxymethylmorpholine, m.p. 101°-103°C.

Workup

  1. customThe solvent is evaporated
  2. customthe residual oil is recrystallised from ethanol

Sources & evidence

ORD record
ord-13950243af1743bea91d5d47a92c6bc1
Source dataset
uspto-grants-1976_08
Patent number
US03974158

Reaction notes

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