Water → HCID 14997450, compound

HRID 1460465Notes

Reaction equation

HRID 1460465 reaction equation
[CH:1]1([C:7]2[CH:22]=[CH:21][C:10]3[CH2:11][CH:12]([C:17]([O:19]C)=[O:18])[S:13][CH2:14][C:15](=[O:16])[C:9]=3[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+].O>CO>[CH:1]1([C:7]2[CH:22]=[CH:21][C:10]3[CH2:11][CH:12]([C:17]([OH:19])=[O:18])[S:13][CH2:14][C:15](=[O:16])[C:9]=3[CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 19981867HCID 19981867, compound

Product 1

HCID 14997450HCID 14997450, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (150 ml) was suspended methyl 7-cyclohexyl-1,2,4,5-tetrahydro-3-benzothiepin-5-one-2-carboxylate (40 g) followed by addition of 2N-KOH (100 ml), and the mixture was stirred at room temperature for one hour. The reaction mixture was then poured into water, acidified and extracted with etyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and the solvent was distilled off to give 7-cyclohexyl-1,2,4,5-tetrahydro-3-benzothiepin-5-one-2-carboxylic acid (27.5 g, yield 72%). Recrystallization from ethyl acetate gave colorless plates.

Workup

  1. extractionextracted with etyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-db15eff64b0f462db938ee7d1a43d62c
Source dataset
uspto-grants-1991_12
Patent number
US05071841

Reaction notes

Loading…