Acetone → HCID 69710318, compound

HRID 322073Notes

Reaction equation

HRID 322073 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[CH2:5][C@@H:6]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)[N:7]1[CH2:12][CH2:11][CH2:10][CH:9]([CH2:13][CH2:14][CH2:15][C:16]2([CH3:21])OCC[O:17]2)[C:8]1=[O:22])[CH3:2].CC1C=CC(S(O)(=O)=O)=CC=1.CC(C)=O>CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:30])[CH2:5][C@@H:6]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)[N:7]1[CH2:12][CH2:11][CH2:10][CH:9]([CH2:13][CH2:14][CH2:15][C:16](=[O:17])[CH3:21])[C:8]1=[O:22])[CH3:2]

Participants

5

Reactant 3

HCID 180AcetoneHCID 6101p-Toluenesulfonic acidHCID 69711153HCID 69711153, compound

Product 1

HCID 69710318HCID 69710318, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-6 (500 mg, 1.10 mmol), p-TSA (10 mg) and acetone (50 mL) was heated at reflux for 4 h. The cooled reaction mixture was diluted with EtOAc and then washed with sat. NaHCO3 and brine, dried (MgSO4), and concentrated to afford 2-7 as a yellow oil.

Workup

  1. temperatureat reflux for 4 h
  2. customThe cooled reaction mixture
  3. washwashed with sat. NaHCO3 and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-07607bc099754aa29b7f6ff6696e3103
Source dataset
uspto-grants-2001_04
Patent number
US06211191B1

Reaction notes

Loading…