Adamantanone → HCID 67303161, compound

HRID 888762Notes

Reaction equation

HRID 888762 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=O)[CH2:8]2.[CH2:12]([O:19][C:20](=[O:23])[NH:21][NH2:22])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[N:22][NH:21][C:20]([O:19][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:23])[CH2:8]2

Participants

4

Reactant 2

HCID 64151AdamantanoneHCID 79242Benzyl carbazate

Product 1

HCID 67303161HCID 67303161, compoundYield 101.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Under an argon atmosphere, a solution of 2-adamantanone (1.00 g, 6.70 mmol) in ethanol (40 mL) was added with benzylcarbazate (1.11 g, 6.70 mmol) at room temperature and the resultant was stirred at 80° C. for 12 hours. The reaction solution was concentrated in vacuo, and benzyl 2-(adamantan-2-ylidene)hydrazinecarboxylate (2.03 g, quant.) was obtained as a white crystalline powder.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo

Sources & evidence

ORD record
ord-078678bf10644d9fba2619545bf26c96
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

Loading…