Thiophenol → 1-(4-Chlorophenyl)-4,4-dimethyl-1-phenylthiopentan-3-one

HRID 1701995

Reaction equation

HRID 1701995 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH:6]=[CH:7][C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[C:16]1([SH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]([S:22][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:7][C:8](=[O:13])[C:9]([CH3:10])([CH3:11])[CH3:12])=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 7969ThiophenolHCID 3060495-(4-Chlorophenyl)-2,2-dimethylpent-4-en-3-one

Product 1

HCID 130487111-(4-Chlorophenyl)-4,4-dimethyl-1-phenylthiopentan-3-one

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 702EthanolSolvent

Procedure

To a mixture of 4-chlorobenzalpinacolone (22.3 g), triethylamine (5 drops) and ethanol (250 ml) was added thiophenol (12 g) and the mixture was kept to 70° C. for 4 hours. After ice-cooling, the resulted precipitates were collected by filtration, washed with cold ethanol and dried to give white crystals of the captioned compound (29 g; 84%). m.p. 127°-128° C.

Workup

  1. temperatureAfter ice-cooling
  2. customthe resulted precipitates
  3. filtrationwere collected by filtration
  4. washwashed with cold ethanol
  5. customdried
  6. customto give white crystals of the captioned compound (29 g; 84%)

Sources & evidence

ORD record
ord-3087f43cde624e5581c37b3a4306d362
Source dataset
uspto-grants-1983_04
Patent number
US04379921

Linked notes

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