Benzaldehyde → HCID 54217023, compound

HRID 235195Notes

Reaction equation

HRID 235195 reaction equation
[OH-].[Na+].[C:3]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][C:15]([O:17]C)=[O:16])=[CH:8][CH:7]=1)(=[O:5])[CH3:4].[CH:19](=O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.Cl>O.CO>[C:3]([C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:10][CH:11]=1)(=[O:5])[CH:4]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

7

Reactant 4

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10775286HCID 10775286, compound

Product 1

HCID 54217023HCID 54217023, compoundYield 70.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent2×

Procedure

To a solution of 0.40 g of sodium hydroxide in 6 ml of water, a solution of 1.00 g of methyl 4-(4-acetylphenyl)butyrate in 2 ml of methanol was added under ice-cooling. Then, a solution of 0.48 g of benzaldehyde in 2 ml of methanol was added dropwise and stirring was continued at room temperature for 3 hours. The reaction mixture was diluted with water and acidified with dilute hydrochloric acid. Precipitated crystals were collected by filtration, washed successively with water and n-hexane to yield 0.94 g of colorless crystals. Recrystallization from 80% aqueous methanol gave colorless needles, mp 111°~112° C.

Workup

  1. temperaturecooling
  2. customPrecipitated crystals
  3. filtrationwere collected by filtration
  4. washwashed successively with water and n-hexane

Sources & evidence

ORD record
ord-8bfe91b338d24a349655990bc0ecbe5e
Source dataset
uspto-grants-1997_01
Patent number
US05597848

Reaction notes

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