Water → 2-Benzylthiomethyl-2-hydroxymethyl-3,3-dimethyl-butan-1-ol

HRID 704144Notes

Reaction equation

HRID 704144 reaction equation
[CH2:1]([S:8][CH2:9][C:10]1([C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:15][O:14]C(C)(C)[O:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>CO>[CH2:1]([S:8][CH2:9][C:10]([CH2:15][OH:14])([C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 200755965-Benzylthiomethyl-5-t-butyl-2,2-dimethyl-1,3-dioxane

Product 1

HCID 200755562-Benzylthiomethyl-2-hydroxymethyl-3,3-dimethyl-butan-1-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Benzylthiomethyl-5-t-butyl-2,2-dimethyl-1,3-dioxane (7.0 g.) and Dowex 50×8-200 ion exchange resin (H+ form) (0.6 g.) in methanol (100 ml.) containing water (10 ml.) was refluxed, with stirring, for 3 hours. The mixture was filtered and the filtrate was evaporated in vacuo. 2-Benzylthiomethyl-2-hydroxymethyl-3,3-dimethyl-butan-1-ol was obtained as a colourless oil (5.0 g.) and was used without further purification.

Workup

  1. temperaturewas refluxed
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-2523a511eadb4da0970c4e6dbf0f6c2c
Source dataset
uspto-grants-1991_01
Patent number
US04985582

Reaction notes

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