Ethanol → Acetate

HRID 2051189Notes

Reaction equation

HRID 2051189 reaction equation
[C:1]([NH:4][CH:5]1[CH2:11][N:10](CC2C=CC=CC=2)[CH2:9][CH2:8][N:7]([CH3:19])[CH2:6]1)(=[O:3])[CH3:2].C([OH:22])C>C(O)(=O)C.[Pd]>[C:1]([O-:3])(=[O:22])[CH3:2].[C:1]([NH:4][CH:5]1[CH2:6][N:7]([CH3:19])[CH2:8][CH2:9][NH:10][CH2:11]1)(=[O:3])[CH3:2]

Participants

6

Reactant 2

HCID 702EthanolHCID 103553076-Acetylamino-1-benzyl-4-methylhexahydro-1H-1,4-diazepine

Product 2

HCID 175AcetateHCID 152061556-acetylamino-1-methylhexahydro-1H-1,4-diazepine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

6-Acetylamino-1-benzyl-4-methylhexahydro-1H-1,4-diazepine (20 g) is dissolved in ethanol (400 ml) and acetic acid (70 ml), and hydrogeneated over 10% palladium on carbon (2 g) at about 50° C. After the calculated amount of the hydrogen is absorbed, the catalyst is filtered off. The filtrate is evaporated under reduced pressure to give acetate of the title compound (30 g) as an oil.

Workup

  1. customat about 50° C
  2. customAfter the calculated amount of the hydrogen is absorbed
  3. filtrationthe catalyst is filtered off
  4. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-8cc3cc2a4a69456695a4465e3423c432
Source dataset
uspto-grants-1991_05
Patent number
US05017573

Reaction notes

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