Hydrochloric Acid → 6,7-Dihydroxy-4-thiaoctanoic acid

HRID 1720804Notes

Reaction equation

HRID 1720804 reaction equation
C[O:2][C:3](=[O:13])[CH2:4][CH2:5][S:6][CH2:7][CH:8]([OH:12])[CH:9]([OH:11])[CH3:10].C[O-].[Na+].Cl>CO.O>[OH:12][CH:8]([CH:9]([OH:11])[CH3:10])[CH2:7][S:6][CH2:5][CH2:4][C:3]([OH:13])=[O:2]

Participants

6

Procedure

6,7-dihydroxy-4-thiaoctanoic acid methyl ester as obtained in Reference Example 44 (1.47 g) was dissolved in a mixture of methanol (20 ml) and water (1 ml). To this solution, sodium methylate (1.5 ml) was added under ice cooling conditions, followed by stirring at room temperature for 1 day. To the reaction mixture, 1N hydrochloric acid was added, and the mixture was extracted with ethyl acetate; the solvent was distilled off under reduced pressure to yield the title compound (1.00 g, yield 73%) as a colorless oily substance.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ede61c2318364045aea6663c9c40fb8e
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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