Acetic Acid → HCID 19979314, compound

HRID 1461748Notes

Reaction equation

HRID 1461748 reaction equation
[C:1]([CH2:3][CH2:4][O:5][C:6]([CH2:8][CH2:9][C:10]1([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[O:14][CH2:13][CH2:12][O:11]1)=[O:7])#[N:2].C(O)(=O)C>[Pt]=O.C(O)C>[NH2:2][CH2:1][CH2:3][CH2:4][O:5][C:6]([CH2:8][CH2:9][C:10]1([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[O:14][CH2:13][CH2:12][O:11]1)=[O:7]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 19979309HCID 19979309, compound

Product 1

HCID 19979314HCID 19979314, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A Parr apparatus is charged with 450 g of the product obtained in Stage B, 900 ml of acetic acid, 3,000 ml of anhydrous ethanol and 20 g of platinum oxide. The mixture is hydrogenated at 5 bars at 45° C. When the theoretical volume has been absorbed, the catalyst is filtered off and the solvent is evaporated off under vacuum. The residue is taken up in 1 liter of water and the mixture is neutralized with sodium hydroxide and extracted with dichloromethane. The oil obtained is purified by chromatography on 70-230 mesh silica, using a mixture of dichloromethane, methanol and ammonia solution (95:5:0.5 V/V/V) as eluant.

Workup

  1. customis hydrogenated at 5 bars at 45° C
  2. customWhen the theoretical volume has been absorbed
  3. filtrationthe catalyst is filtered off
  4. customthe solvent is evaporated off under vacuum
  5. extractionextracted with dichloromethane
  6. customThe oil obtained
  7. customis purified by chromatography on 70-230 mesh silica
  8. additiona mixture of dichloromethane, methanol and ammonia solution (95:5:0.5 V/V/V) as eluant

Sources & evidence

ORD record
ord-9c3386c8ed16454da7b11f19e357c63f
Source dataset
uspto-grants-1991_12
Patent number
US05077288

Reaction notes

Loading…