Acetic Acid → HCID 54496923, compound

HRID 1650984Notes

Reaction equation

HRID 1650984 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]([NH2:18])=[CH:13][S:14]([CH3:17])(=[O:16])=[O:15])[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+].C(O)(=O)C.C([BH3-])#N.[Na+]>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH:12]([NH2:18])[CH2:13][S:14]([CH3:17])(=[O:15])=[O:16])[CH2:11][CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 67945520HCID 67945520, compound

Product 1

HCID 54496923HCID 54496923, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 1-[1(4-chlorophenyl)cyclobutyl]-2-methylsulphonylvinylamine (10 g), ammonium acetate (5 g), glacial acetic acid (7 ml) and sodium cyanoborohydride (5 g) in methanol (250 ml) was kept at room temperature for 12 days. The mixture was poured into water (750 ml) basified to pH 11 and extracted with dichloromethane. The organic extracts were washed with brine, dried and evaporated to give 1-[1-(4-chlorophenyl)cyclobutyl]-2-methylsulphonylethylamine (m.p. 134°-135°).

Workup

  1. extractionextracted with dichloromethane
  2. washThe organic extracts were washed with brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-cded0c7a4b584d858a48dc0c9c6dedf5
Source dataset
uspto-grants-1990_05
Patent number
US04925879

Reaction notes

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