Benzaldehyde → SBB052765

HRID 604967Notes

Reaction equation

HRID 604967 reaction equation
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:9].[CH2:10]([OH:12])[CH3:11]>[OH-].[Na+]>[C:2]1(/[CH:1]=[CH:11]/[C:10]([C:5]2[CH:6]=[CH:7][C:2]([C:1]([OH:9])=[O:8])=[CH:3][CH:4]=2)=[O:12])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 702EthanolHCID 962Water

Product 1

HCID 9878220SBB052765

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

To a mixture of 4-carboxyacetophenone (250 mg, 1.52 mmole) and benzaldehyde (161.6 mg, 1.52 mmole) in absolute ethanol (4 ml), NaOH (25% w/v, 4 ml) was added and allowed to stir at RT for 2 days. Water was added and the mixture acidified to pH 4. The precipitate was filtered, dried and recrystallized with methanol to yield product (98 mg). m/z 251 (M−1)+ 1HNMR (DMSO) δ 7.4-7.92 (7H, m, ArH & ═CH), 8.09 (2H, d, 2×ArH), 8.19 (2H, d, 2×ArH).

Workup

  1. additionwas added
  2. filtrationThe precipitate was filtered
  3. customdried
  4. customrecrystallized with methanol

Sources & evidence

ORD record
ord-92e5f57b3cf8450e9cb5f807c7d5e4ac
Source dataset
uspto-grants-2011_03
Patent number
US07910770B2

Reaction notes

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