Formic Acid → HCID 20310627, compound

HRID 1438721Notes

Reaction equation

HRID 1438721 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[N:11]([CH:12]=1)[CH:10]=[CH:9][C:8]1[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=1[C:6]2=[O:17])#N.C(O)=[O:19]>[Al].[Ni]>[CH:1]([C:3]1[CH:4]=[C:5]2[N:11]([CH:12]=1)[CH:10]=[CH:9][C:8]1[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=1[C:6]2=[O:17])=[O:19]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 13154188HCID 13154188, compound

Product 1

HCID 20310627HCID 20310627, compound

Reagents, catalysts & solvents 1

HCID 6336846Nickel aluminideCatalyst

Procedure

2-Cyano-11H-pyrrolo[2,1-b][3]benzazepin-11-one (222 mg.) and 222 mg. nickel-aluminum alloy in 2 ml. 75% formic acid is refluxed for 11/2 hours. The solid is filtered off and washed with ethanol. The filtrate is diluted with 50 ml. water and extracted twice with 50 ml. methylene chloride. The organic layer is washed with water, 5% sodium bicarbonate and with water; it is then dried over magnesium sulfate and evaporated to dryness. Addition of ether induces crystallization and the crystals are filtered and air-dried to yield 2-formyl-11H-pyrrolo[2,1-b][3]benzazepin-11-one.

Workup

  1. filtrationThe solid is filtered off
  2. washwashed with ethanol
  3. additionThe filtrate is diluted with 50 ml
  4. extractionwater and extracted twice with 50 ml
  5. washThe organic layer is washed with water, 5% sodium bicarbonate and with water
  6. dry with materialit is then dried over magnesium sulfate
  7. customevaporated to dryness
  8. additionAddition of ether
  9. customcrystallization
  10. filtrationthe crystals are filtered
  11. customair-dried

Sources & evidence

ORD record
ord-1cd93e13e57e40ddb21a56a3ea9f84c1
Source dataset
uspto-grants-1977_11
Patent number
US04056536

Reaction notes

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