HCID 46195788, compound → HCID 59361425, compound

HRID 888852Notes

Reaction equation

HRID 888852 reaction equation
[CH:1]1([N:7]2[C:10]([CH3:12])([CH3:11])[C:9](=[O:13])[N:8]2[CH:14]2[CH:21]3[CH2:22][CH:17]4[CH2:18][CH:19]([CH2:23][CH:15]2[CH2:16]4)[CH2:20]3)[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1>C(O)C.[C].[Pd]>[CH:1]1([N:7]2[C:10]([CH3:11])([CH3:12])[C:9](=[O:13])[N:8]2[CH:14]2[CH:21]3[CH2:20][CH:19]4[CH2:18][CH:17]([CH2:16][CH:15]2[CH2:23]4)[CH2:22]3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 46195788HCID 46195788, compound

Product 1

HCID 59361425HCID 59361425, compoundYield 101.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-(cyclohexa-2-ene-1-yl)-4,4-dimethyl-2-(adamantan-2-yl)-1,2-diazetidin-3-one (3.20 mg, 0.0100 mmol) in ethanol (2 mL) was added with 10% palladium carbon (catalyst amount), and under hydrogen atmosphere, the resultant was stirred at room temperature for 2 hours. The reaction solution was filtered using celite and concentrated in vacuo. The obtained residue was purified using Preparative Thin-Layer chromatography (hexane:ethyl acetate=3:1), and the title compound (3.2 mg, quant.) was obtained as a colorless oil.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated in vacuo
  3. customThe obtained residue was purified

Sources & evidence

ORD record
ord-62bb6d5e78754d36850c63c70f7c7e20
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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