Water → HCID 12837775, compound

HRID 1902208Notes

Reaction equation

HRID 1902208 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-c0514c8a55164fce949fc5578230ff1a
Source dataset
uspto-grants-1982_12
Patent number
US04362666

Reaction notes

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