Acetic Acid → HCID 63787652, compound

HRID 2416990Notes

Reaction equation

HRID 2416990 reaction equation
[CH2:1]1[CH:9]2[CH:4]([CH:5]3[CH2:10][CH:8]2[CH2:7][CH:6]3[NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:3]=[CH:2]1.C1C2C(C3CC2CC3NC(=O)OC(C)(C)C)CC=1.C(O)(=O)C>CO.[Pd]>[CH2:1]1[CH:9]2[CH:4]([CH:5]3[CH2:10][CH:8]2[CH2:7][CH:6]3[NH:11][C:12](=[O:18])[O:13][C:14]([CH3:16])([CH3:15])[CH3:17])[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 90697348HCID 90697348, compoundHCID 90889980HCID 90889980, compound

Product 1

HCID 63787652HCID 63787652, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

500 mg of a mixture of tert-butyl (3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-5-yl)carbamate and tert-butyl (3a,4,5,6,7,7a-hexahydro-3H-4,7-methanoinden-5-yl)carbamate were dissolved in 20 ml of methanol and 2 ml of acetic acid and hydrogenated under an atmosphere of hydrogen (1 bar) for 6 hours, with the aid of 200 mg of Pd/C 10% (50% water). The catalyst was filtered off and the volatile components were removed under reduced pressure. This gave 470 mg of a resin-like amorphous solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe volatile components were removed under reduced pressure

Sources & evidence

ORD record
ord-f519c89a991c45cc94b5f5e100612c27
Source dataset
uspto-grants-2004_11
Patent number
US06825231B2

Reaction notes

Loading…