HCID 12928229, compound → HCID 12928230, compound

HRID 1703355Notes

Reaction equation

HRID 1703355 reaction equation
[N:1]([CH:4]([CH:10]([CH3:18])[C:11]([Cl:17])([F:16])[C:12]([Cl:15])([F:14])[F:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH:4]([CH:10]([CH3:18])[C:11]([Cl:17])([F:16])[C:12]([Cl:15])([F:14])[F:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Reactant 1

HCID 12928229HCID 12928229, compound

Product 1

HCID 12928230HCID 12928230, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In 30 ml of ethanol, 2.14 g (0.0070 mol) of ethyl 2-azido-3-methyl-4,5-dichloro-4,5,5-trifluoropentanoate and 0.61 g of 5% palladium-containing activated carbon were placed and bubbled with hydrogen gas (at a flow rate of 15 ml/min) for 22 hours. Consequently there was obtained 1.04 g (0.0037 mol, yield of 53% of ethyl 2-amino-3-methyl-4,5-dichloro-4,5,5-trifluoropentanoate having b.p. 71° C./2 mm, nD20 1.4328, νNH2 3398 and 3327 cm-1 and νC=O 1740 cm-1.

Workup

  1. custombubbled with hydrogen gas (at a flow rate of 15 ml/min) for 22 hours

Sources & evidence

ORD record
ord-172a6bade7d04313a1a8a583d07c851a
Source dataset
uspto-grants-1982_09
Patent number
US04351954

Reaction notes

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