Water → 9,10-Dihydro-4H-furo[2,3-e]pyrrolo[1,2-a][1,4]diazepine

HRID 440739Notes

Reaction equation

HRID 440739 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[C:11]2[NH:12][C:13](=O)[C:14]3[N:15]([CH:17]=[CH:18][CH:19]=3)[CH2:16][C:10]=2[CH:9]=[CH:8]1.O.[OH-].[Na+]>O1CCCC1>[O:7]1[C:11]2[NH:12][CH2:13][C:14]3[N:15]([CH:17]=[CH:18][CH:19]=3)[CH2:16][C:10]=2[CH:9]=[CH:8]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 100133324,10-dihydro-9H-furo[2,3-e]pyrrolo[1,2-a][1,4]diazepin-9-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 218369669,10-Dihydro-4H-furo[2,3-e]pyrrolo[1,2-a][1,4]diazepine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 4 mmol of lithium aluminum hydride in 25 ml of anhydrous tetrahydrofuran is added 1 mmol of 9,10-dihydro-4H-furo[2,3-e]pyrrolo[1,2-a][1,4]diazepin-9-one. The mixture is refluxed for 12 hours and allowed to stand overnight. To the mixture is added dropwise 0.12 ml of water and then 6 ml of 1N sodium hydroxide. The mixture is extracted with ethyl acetate and the extract dried (Na2SO4). The volatiles are removed in vacuo to give the desired product as a solid.

Workup

  1. temperatureThe mixture is refluxed for 12 hours
  2. extractionThe mixture is extracted with ethyl acetate
  3. dry with materialthe extract dried (Na2SO4)
  4. customThe volatiles are removed in vacuo

Sources & evidence

ORD record
ord-b3970c9022244a1db75789813d0f5551
Source dataset
uspto-grants-1996_05
Patent number
US05521173

Reaction notes

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