4-Chlorobenzaldehyde → 1-(4-Chlorophenyl)-4,5-diphenyl-1-penten-3-one

HRID 1076329Notes

Reaction equation

HRID 1076329 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1.[C:12]1([CH:18]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19](=[O:21])[CH3:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(O)C>[Cl:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:20][C:19](=[O:21])[CH:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 77264-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 2488503,4-diphenylbutan-2-one

Product 1

HCID 544687331-(4-Chlorophenyl)-4,5-diphenyl-1-penten-3-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 20% sodium hydroxide solution (10 ml.) is added to a stirred solution of p-chlorobenzaldehyde (19.4 g., 0.138 mole) and 3,4-diphenyl-2-butanone (31.06 g., 0.138 mole) in ethanol (400 ml.). The cream-colored solid that separates is collected, washed with water, and dried at 90°C., yield 41.13 g., m.p. 113°-115°C. Recrystallization from ethanol gives material with m.p. 117°-118.5 C.

Workup

  1. customThe cream-colored solid that separates is collected
  2. washwashed with water
  3. customdried at 90°C.
  4. customRecrystallization from ethanol
  5. customgives material with m.p. 117°-118.5 C

Sources & evidence

ORD record
ord-17d2faae2e9f49c88e6cb59f89e0010c
Source dataset
uspto-grants-1976_05
Patent number
US03956374

Reaction notes

Loading…