Formamide → HCID 88094878, compound

HRID 1532018Notes

Reaction equation

HRID 1532018 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[C:19]([O:23][CH3:24])[C:20]=1[O:21][CH3:22])[CH:16]=O.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.[CH:40]([NH2:42])=[O:41]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:42]([CH2:16][C:15]2[CH:14]=[C:13]([O:12][CH3:11])[C:20]([O:21][CH3:22])=[C:19]([O:23][CH3:24])[CH:18]=2)[CH:40]=[O:41])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 713FormamideHCID 68583,4,5-TrimethoxybenzaldehydeHCID 10818p-Toluenesulfinic acidHCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-

Product 1

HCID 88094878HCID 88094878, compound

Procedure

A mixture of Example 1A (22.3 g, 0.15 mol), 3,4,5-trimethoxybenzaldehyde (35.32 g, 0.18 mol), and camphorsulfonic acid (3.48 g, 15 mmol) in formamide (40 mL) was stirred vigorously at 65° C. for 16 hours, cooled to room temperature, and filtered. The resulting solid was washed several times with methanol and dried to provide 13.4 g of the desired compound.

Workup

  1. filtrationfiltered
  2. washThe resulting solid was washed several times with methanol
  3. customdried

Sources & evidence

ORD record
ord-fee6d5f6466449bd98a7a7894ad8e269
Source dataset
uspto-grants-2001_03
Patent number
US06201001B1

Reaction notes

Loading…