Ethanol → Acetate

HRID 374110Notes

Reaction equation

HRID 374110 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 hydrogenated 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-7a57642378f242089de0f8efeb778db7
Source dataset
uspto-grants-1992_11
Patent number
US05166341

Reaction notes

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