Sodium Hydroxide → HCID 22421063, compound

HRID 1441053Notes

Reaction equation

HRID 1441053 reaction equation
[C:1]([CH:5]1[CH2:10][S:9][C:8]([CH:12]2[CH2:17][CH2:16][CH:15]([C:18](OCC)=[O:19])[CH2:14][CH2:13]2)([CH3:11])[S:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>CCOCC>[C:1]([CH:5]1[CH2:6][S:7][C:8]([CH:12]2[CH2:13][CH2:14][CH:15]([CH2:18][OH:19])[CH2:16][CH2:17]2)([CH3:11])[S:9][CH2:10]1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22421051HCID 22421051, compound

Product 1

HCID 22421063HCID 22421063, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
25 °C

Procedure

A solution of 5-t-butyl-2-(4-ethoxycarbonylcyclohexyl)-2-methyl-1,3-dithiane (0.76 g.) in dry ether (10 ml.) was added, with stirring, to a suspension of lithium aluminium hydride (142 mg.) in dry ether (15 ml.) under nitrogen at 0° C. After allowing to warm to 25° C. the reaction mixture was stirred for 2 hours. Aqueous sodium hydroxide solution was then added (1.25 ml. of a 10% solution). The ether solution was decanted and the residue washed with 2×25 ml. portions of ether. After drying over anhydrous magnesium sulphate the solvent was removed under reduced pressure to give 5-t-butyl-2-(4-hydroxymethylcyclohexyl)-2-methyl-1,3-dithiane.

Workup

  1. customThe ether solution was decanted
  2. washthe residue washed with 2×25 ml
  3. dry with materialAfter drying over anhydrous magnesium sulphate the solvent
  4. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-cc9ccaf4d5134556922a054bcf5b7154
Source dataset
uspto-grants-1996_03
Patent number
US05502073

Reaction notes

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