Methanol → HCID 86736695, compound

HRID 46512Notes

Reaction equation

HRID 46512 reaction equation
Cl.[NH2:2][OH:3].O=[C:5]([CH3:25])[CH2:6][C:7]1[C:8](=[O:24])[NH:9][CH2:10][CH2:11][CH:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=3)[C:13]=12.C(=O)([O-])[O-].[K+].[K+].CO>O>[OH:3][N:2]=[C:5]([CH3:25])[CH2:6][C:7]1[C:8](=[O:24])[NH:9][CH2:10][CH2:11][CH:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=3)[C:13]=12

Participants

6

Reactant 4

HCID 887MethanolHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 128324091-(2-oxo-propyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one

Product 1

HCID 86736695HCID 86736695, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: 5.8 g of hydroxylamine hydrochloride are added to the mixture of 15 g of 1-(2-oxopropyl)-3,4,5,5a,6,7-hexahydro-9-methoxy-2H-naphth[1,2-d]-azepin-2-one, 6.2 g of powdered potassium carbonate, 120 ml of methanol and 10 ml of water. It is refluxed for three hours and stirred at room temperature overnight. The suspension is evaporated, the residue is suspended in 200 ml of chloroform-water (3:1) and filtered off, to yield the 1-(2-hydroxyiminopropyl)-3,4,5,5a,6,7-hexahydro-9-methoxy-2H-naphth[1,2-d]azepin-2-one melting at 216°-218°.

Workup

  1. customThe starting material is prepared
  2. temperatureIt is refluxed for three hours
  3. customThe suspension is evaporated
  4. filtrationfiltered off

Sources & evidence

ORD record
ord-72f9d7bdcdd242c78c5f1584499e4766
Source dataset
uspto-grants-1979_11
Patent number
US04173633

Reaction notes

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