Water → 1-Methylthioheptadecan-2-one

HRID 2412619Notes

Reaction equation

HRID 2412619 reaction equation
[CH3:1][S:2]([CH2:4][C:5](=[O:21])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=O.O.S(S([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+]>O1CCOCC1>[CH3:1][S:2][CH2:4][C:5](=[O:21])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 962WaterHCID 146045Sodium dithionateHCID 124884111-Methylsulphinylheptadecan-2-one

Product 1

HCID 124884131-Methylthioheptadecan-2-oneYield 60%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A stirred mixture of 1-methylsulphinylheptadecan-2-one (10 g), water (100 ml), sodium metabisulphate (50 g) and dioxan (50 ml) was heated on a steam bath for 18 hours. The mixture was cooled to room temperature and extracted with diethyl ether (2×100 ml). The ether extract was dried over magnesium sulphate and was evaporated to give 1-methylthioheptadecan-2-one (5.7 g) as a white solid, m.p. 38°-40° C.

Workup

  1. temperaturewas heated on a steam bath for 18 hours
  2. extractionextracted with diethyl ether (2×100 ml)
  3. extractionThe ether extract
  4. dry with materialwas dried over magnesium sulphate
  5. customwas evaporated

Sources & evidence

ORD record
ord-d48d692498154fdea3b3cd48d75f45b5
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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