Sodium Hydroxide → HCID 20559068, compound

HRID 1659448Notes

Reaction equation

HRID 1659448 reaction equation
C([NH:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[S:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=O)C.[OH-].[Na+]>O>[NH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[S:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13447278HCID 13447278, compound

Product 1

HCID 20559068HCID 20559068, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Acetamido-1-benzylthio-cyclohexane (74 mg) prepared as above was added to 1 molar aqueous sodium hydroxide solution (30 ml) and refluxed for 19 hours. The reaction mixture was cooled, diluted to 100 ml with water and extracted with diethyl ether (3×50 ml). The ethereal layer was washed with water (25 ml), dried and evaporated to give 2-amino-1-benzylthio-cyclohexane (58 mg). Mass spec. m/e 221 (parent ion), IR 3300 (broad), 1600 and 1500 cm-1.

Workup

  1. temperaturerefluxed for 19 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with diethyl ether (3×50 ml)
  4. washThe ethereal layer was washed with water (25 ml)
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-ad44036a51e5484f8ced3819e604eebd
Source dataset
uspto-grants-1981_12
Patent number
US04304642

Reaction notes

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