Water → HCID 21497696, compound

HRID 1730372Notes

Reaction equation

HRID 1730372 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:14]=1[OH:15])[CH2:8][CH:9]1[CH2:11]O1)([CH3:4])([CH3:3])[CH3:2].NC(N)=[S:22].O>CO>[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:14]=1[OH:15])[CH2:8][CH:9]1[CH2:11][S:22]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 2723790ThioureaHCID 20530805HCID 20530805, compound

Product 1

HCID 21497696HCID 21497696, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 26.2 g [0.10 mol] of 3,5-di-tert.-butyl-4-hydroxybenzyl-oxirane [Example 1] and 8.4 g [0.11 mol] of thiourea in 100 ml of methanol is stirred for 12 hours at room temperature and subsequently poured into water. Extraction of the aqueous phase with chloroform, drying over sodium sulphate and evaporation of the solvent yields crude 3,5-di-tert.-butyl-4-hydroxybenzyl-thiirane, which after recrystallization from petroleum ether melts at 62°-63° C.

Workup

  1. extractionExtraction of the aqueous phase with chloroform
  2. dry with materialdrying over sodium sulphate and evaporation of the solvent

Sources & evidence

ORD record
ord-0a85376652e64c719bdbe7a0e460d97c
Source dataset
uspto-grants-1976_11
Patent number
US03992420

Reaction notes

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