Acetone → HCID 53961229, compound

HRID 322500Notes

Reaction equation

HRID 322500 reaction equation
[O:1]=[C:2]1[CH:6]([CH2:7][CH2:8][CH:9]2[O:14]CCO[CH2:10]2)[CH2:5][CH2:4][N:3]1[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].CC1C=CC(S(O)(=O)=O)=CC=1.CC(C)=O>CCOC(C)=O>[O:1]=[C:2]1[CH:6]([CH2:7][CH2:8][C:9](=[O:14])[CH3:10])[CH2:5][CH2:4][N:3]1[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

5

Reactant 3

HCID 180AcetoneHCID 6101p-Toluenesulfonic acidHCID 86754777HCID 86754777, compound

Product 1

HCID 53961229HCID 53961229, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-4 (1.1 g, 3.9 mmol), p-TSA (5 mg) and acetone (50 mL) was heated at reflux for 1 hr. The cooled reaction mixture was diluted with EtOAc and then washed with sat. NaHCO3 and brine, dried (MgSO4), and concentration to afford 2-5 as a yellow oil.

Workup

  1. temperatureat reflux for 1 hr
  2. customThe cooled reaction mixture
  3. washwashed with sat. NaHCO3 and brine
  4. customdried
  5. concentration(MgSO4), and concentration

Sources & evidence

ORD record
ord-98c32b679d4a4539b2b8f96a99535b64
Source dataset
uspto-grants-2001_04
Patent number
US06211184B1

Reaction notes

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