Methanol → HCID 53718751, compound

HRID 1164934Notes

Reaction equation

HRID 1164934 reaction equation
[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=1)[O:11][CH2:12][CH:13]([OH:24])[CH2:14][S:15][CH2:16][CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].CO.[OH-].[Na+]>O>[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=1)[O:11][CH2:12][CH:13]([OH:24])[CH2:14][S:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 54321596HCID 54321596, compound

Product 1

HCID 53718751HCID 53718751, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.0 g. Ethyl S-[3-(3-{1-hydroxyhexyl}-phenoxy)-2-hydroxypropyl]-4-mercaptobutyrate are stirred for 2 hours at 50° C. with 50 ml. methanol and 50 ml. 2M aqueous sodium hydroxide solution. The solvent is subsequently stripped off and the residue is taken up in water and extracted three times with ethyl acetate. The aqueous phase is acidified with 2M hydrochloric acid and extracted three times with ethyl acetate. The organic phase is washed natural, dried and evaporated. There are obtained 7.4 g. (80% of theory) of the title compound in the form of an oil.

Workup

  1. extractionextracted three times with ethyl acetate
  2. extractionextracted three times with ethyl acetate
  3. washThe organic phase is washed natural
  4. customdried
  5. customevaporated
  6. customThere are obtained 7.4 g

Sources & evidence

ORD record
ord-1a235eb2a4b943bfa88fc9da29636d2e
Source dataset
uspto-grants-1990_03
Patent number
US04906666

Reaction notes

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