Methanol → HCID 118272111, compound

HRID 588129Notes

Reaction equation

HRID 588129 reaction equation
[CH3:1][C:2]([CH3:15])([CH3:14])[C@@H:3]([NH:10][C:11]([NH2:13])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.CO>C(=O)=O>[CH3:1][C:2]([CH3:15])([CH3:14])[C@@H:3]([NH:10][C:11]([NH2:13])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:1][C:2]([CH3:15])([CH3:14])[C@H:3]([NH:10][C:11]([NH2:13])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 118272359HCID 118272359, compound

Product 2

HCID 118272111HCID 118272111, compoundHCID 118272359HCID 118272359, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

The enantiomers of (R)-1-(2,2-dimethyl-1-phenylpropyl)urea (600 mg, 2.9 mmol) were separated by SFC (Berger Multigram II SFC, column: Chiral Technology AD-H 2.1×25 cm, 5 uM, mobile phase: 20% Methanol in CO2(l), flow rate: 70 mL/min) The fractions were collected and the solvent evaporated in vacuo to afford (R)-1-(2,2-dimethyl-1-phenylpropyl)urea (MS: [M+H]+ m/z 207) and (S)-1-(2,2-dimethyl-1-phenylpropyl)urea (MS: [M+H]+ m/z 207).

Workup

  1. customwere collected
  2. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-4fc8675fd2934fcd8ec9ec402f36fd87
Source dataset
uspto-grants-2016_01
Patent number
US09226922B2

Reaction notes

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