Benzaldehyde → HCID 21252837, compound

HRID 850791Notes

Reaction equation

HRID 850791 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6]4=[C:7]([C:17](=[O:20])[CH2:18][CH2:19][N:5]4[C:4]=2[CH:3]=1)[CH:8]=[C:9]([O:15][CH3:16])[CH:10]=3.[CH:21](=O)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[OH-].[Na+]>C(O)C.O>[CH2:21]([C:18]1[C:17](=[O:20])[C:7]2[CH:8]=[C:9]([O:15][CH3:16])[CH:10]=[C:11]3[C:6]=2[N:5]([CH:19]=1)[C:4]1[CH:3]=[C:2]([Br:1])[CH:14]=[CH:13][C:12]3=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 9905551HCID 9905551, compound

Product 1

HCID 21252837HCID 21252837, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

9-bromo-5,6-dihydro-2-methoxy-4H-pyrido[3,2,1-jk]carbazole-4-one (200 mg) obtained in Example 101, step 6 was suspended in ethanol (12 ml), and benzaldehyde (103 mg) and sodium hydroxide (190 mg) dissolved in water (1 ml) were added to the suspension. The mixture was stirred at room temperature for 12 hours, and approximately half of the solvent was evaporated under reduced pressure. The crystals precipitated were recovered by filtration, and washed with water, ethanol and ether in succession to obtain the title compound (217 mg, 87%).

Workup

  1. additionwere added to the suspension
  2. customapproximately half of the solvent was evaporated under reduced pressure
  3. customThe crystals precipitated
  4. filtrationwere recovered by filtration
  5. washwashed with water, ethanol and ether in succession

Sources & evidence

ORD record
ord-4827427d83384385a88255c25f23b613
Source dataset
uspto-grants-2000_01
Patent number
US06018046

Reaction notes

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