Trifluoroacetic acid → HCID 67302842, compound

HRID 888768Notes

Reaction equation

HRID 888768 reaction equation
Cl[CH:2]([CH3:24])[C:3]([N:5]([CH:14]1[CH:21]2[CH2:22][CH:17]3[CH2:18][CH:19]([CH2:23][CH:15]1[CH2:16]3)[CH2:20]2)[NH:6]C(OC(C)(C)C)=O)=[O:4].FC(F)(F)C(O)=O>ClCCl>[CH:21]12[CH2:20][CH:19]3[CH2:18][CH:17]([CH2:16][CH:15]([CH2:23]3)[CH:14]1[N:5]1[C:3](=[O:4])[CH:2]([CH3:24])[NH:6]1)[CH2:22]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67303005HCID 67303005, compound

Product 1

HCID 67302842HCID 67302842, compoundYield 53.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of t-butyl 2-(2-chloropropanoyl)-2-(adamantan-2-yl)hydrazinecarboxylate (200 mg, 0.560 mmol) in dichloromethane (3 mL) was added with trifluoroacetic acid (3 mL) at room temperature, and the resultant was stirred at the same temperature for 1 hour. The reaction solution was concentrated, and the obtained residue was purified using silica gel chromatography (hexane:ethyl acetate=1:1), 2-(adamantan-2-yl)-4-methyl-1,2-diazetidin-3-one (66.3 mg, 53.7%) was obtained as a colorless oil.

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe obtained residue was purified

Sources & evidence

ORD record
ord-0dd01ec9149c47ff9471455eb6df5238
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

Loading…