Benzaldehyde → HCID 85448466, compound

HRID 869372Notes

Reaction equation

HRID 869372 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:11](=[O:13])[CH3:12].[OH-].[Na+].[CH:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CO>[C:11]([C:3]1[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:2]=1[NH2:1])(=[O:13])[CH:12]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 6540951-(3-Amino-benzofuran-2-yl)-ethanone

Product 1

HCID 85448466HCID 85448466, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1A (114 mmol) in MeOH (200 mL) was added NaOH (18.2 g, 445 mmol). The reaction was exothermic. After cooled to room temperature, benzaldehyde (14.5 g, 137 mmol) was added. The mixture was stirred overnight under N2. TLC monitored the reaction. After the reaction completed, the reaction mixture was poured into ice-water under stirring. The solids precipitated out and were collected by filtration, and dried to give 1B (26 g).

Workup

  1. customthe reaction
  2. stirringunder stirring
  3. customThe solids precipitated out
  4. filtrationwere collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-e19e22b963ad4b619e2d0ec409a4b8a5
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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