Water → HCID 12837775, compound

HRID 1447416Notes

Reaction equation

HRID 1447416 reaction equation
[O:1]=[C:2]([CH3:23])[CH2:3][CH2:4][N:5]1[CH2:22][CH2:21][N:8]2[C:9]3[CH:20]=[CH:19][CH:18]=[CH:17][C:10]=3[CH2:11][N:12]3[CH:16]=[CH:15][CH:14]=[C:13]3[CH:7]2[CH2:6]1.[Li].[OH2:25].[OH-:26].[Na+].C([O:30][CH2:31][CH3:32])C>>[C:31]([OH:30])(=[O:26])/[CH:32]=[CH:23]/[C:2]([OH:1])=[O:25].[OH:1][CH:2]([CH3:23])[CH2:3][CH2:4][N:5]1[CH2:22][CH2:21][N:8]2[C:9]3[CH:20]=[CH:19][CH:18]=[CH:17][C:10]=3[CH2:11][N:12]3[CH:16]=[CH:15][CH:14]=[C:13]3[CH:7]2[CH2:6]1

Participants

6

Reactant 5

HCID 962Water2×HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 3028194LithiumHCID 13103374HCID 13103374, compound

Product 1

HCID 12837775HCID 12837775, compound

Procedure

To a stirred solution of 3.1 g of 2-(3-oxo-n-butyl)-1,2,3,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine (Example 24, No. 10) in 100 ml of diethyl ether is added 550 mg of lithium aluminumhydride in small portions. The mixture is stirred at room temperature overnight, combined with 0.6 ml of water, 0.6 ml of 15% aqueous sodium hydroxide and 0.6 ml of water in this order, filtered and evaporated. The residue is taken up in the minimum amount of isopropanol and the solution neutralized with fumaric acid, to yield the 2-(3-hydroxy-n-butyl)-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine monofumarate melting at 181°-183°.

Workup

  1. filtrationfiltered
  2. customevaporated

Sources & evidence

ORD record
ord-abe692cf9518444dbc0c7b68f680eb28
Source dataset
uspto-grants-1982_02
Patent number
US04316900

Reaction notes

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