tert-Butanol → tert-butyl N-(chlorosulfonyl)carbamate

HRID 428956Notes

Reaction equation

HRID 428956 reaction equation
[Cl:1][S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[C:8]([OH:12])([CH3:11])([CH3:10])[CH3:9]>ClCCl>[C:8]([O:12][C:6]([NH:5][S:2]([Cl:1])(=[O:4])=[O:3])=[O:7])([CH3:11])([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 6386tert-ButanolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 15677406tert-butyl N-(chlorosulfonyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of chlorosulphonyl isocyanate (2.4 g, 17.0 mmol) in dry dichloromethane (10 ml) stirred under nitrogen at 0° C., was added tert-butanol (2.2 g, 34.0 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 16 h before the solvent was removed in vacuo to give a fluffy white solid.

Workup

  1. customwas removed in vacuo
  2. customto give a fluffy white solid

Sources & evidence

ORD record
ord-7708f347a2944dfa8f79066aaa321a75
Source dataset
uspto-grants-2001_11
Patent number
US06313312B1

Reaction notes

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