Sodium Acetate → HCID 13243504, compound

HRID 2418749Notes

Reaction equation

HRID 2418749 reaction equation
[Cl:1][C:2]1(Cl)[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][C:11]([O:13][CH3:14])=[CH:12][C:5]=2[NH:4][C:3]1=[O:15].C([O-])(=O)C.[Na+].[H][H]>C(O)(=O)C.[Pd]>[Cl:1][CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][C:11]([O:13][CH3:14])=[CH:12][C:5]=2[NH:4][C:3]1=[O:15]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 13243503HCID 13243503, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13243504HCID 13243504, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 3,3-dichloro-8-methoxy-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (20 g) and anhydrous sodium acetate (13.2 g) in glacial acetic acid (250 ml) was hydrogenated at atmospheric pressure using 10% Pd/C (1 g) as catalyst, until the uptake of hydrogen ceased. The catalyst was filtered off and the acetic acid was evaporated under reduced pressure. Water (100 ml) was added to the residue and the suspension stirred for 1 hour. The solid was filtered, washed with water (50 ml), and dried to give 3-chloro-8-methoxy-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one, m.p. 162°-163°.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe acetic acid was evaporated under reduced pressure
  3. additionWater (100 ml) was added to the residue
  4. filtrationThe solid was filtered
  5. washwashed with water (50 ml)
  6. customdried

Sources & evidence

ORD record
ord-6acc1d85d1ae4513b2d619ec1a256d4f
Source dataset
uspto-grants-1984_09
Patent number
US04473575

Reaction notes

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