2,6-Di-tert-butyl-4-methylphenol → HCID 10713635, compound

HRID 1742031Notes

Reaction equation

HRID 1742031 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[Cl:17][S:18]([N:21]=[C:22]=[O:23])(=[O:20])=[O:19]>CCOCC>[Cl:17][S:18]([NH:21][C:22](=[O:23])[O:16][C:6]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][C:9]([CH3:11])=[CH:8][C:7]=1[C:12]([CH3:15])([CH3:14])[CH3:13])(=[O:20])=[O:19]

Participants

4

Reactant 2

HCID 314042,6-Di-tert-butyl-4-methylphenolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 10713635HCID 10713635, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 2,6-di-t-butyl-4-methylphenol (22.04 g, 0.1 moles) in 100 mL Et2O was added dropwise to a solution of chlorosulfonyl isocyanate (8.7 mL, 0.1 moles) in 100 mL Et2O at -15° C. under an atmosphere of N2. This was stirred for 2 hours, concentrated and trituration of the resulting gel with hexanes gave 26.82 g (74%) of the title compound as a white solid.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-c9cb3a325293470687abc0707a6254d0
Source dataset
uspto-grants-1994_08
Patent number
US05336690

Reaction notes

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