N-(3-formylphenyl)acetamide → HCID 76168095, compound

HRID 597718Notes

Reaction equation

HRID 597718 reaction equation
[C:1]([C:4]1[C:5](=[O:15])[O:6][C:7]([OH:14])=[C:8]([C:11](=[O:13])[CH3:12])[C:9]=1[OH:10])(=[O:3])[CH3:2].[C:16]([NH:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=O)(=[O:18])[CH3:17]>C(Cl)(Cl)Cl>[C:16]([NH:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=[CH:2][C:1]([CH:4]1[C:9]([OH:10])=[C:8]([C:11](=[O:13])[CH3:12])[C:7](=[O:14])[O:6][C:5]1=[O:15])=[O:3])(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 256849N-(3-formylphenyl)acetamideHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 76168095HCID 76168095, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Similarly, 4.2 g. (0.02 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one, 3.2 g. (0.02 m.) of m-acetamidobenzaldehyde, 200 ml. of chloroform and 0.5 ml. of piperidine is azeotroped for four hours and the reaction mixture is filtered to yield 3-(m-acetamidocinnamoyl)-5-acetyl-4-hydroxy-2H-pyran-2,6(3H)-dione, m.p. 222°-224° C.

Workup

  1. customof piperidine is azeotroped for four hours
  2. filtrationthe reaction mixture is filtered

Sources & evidence

ORD record
ord-d32d1a58661b438a95399c91da2c3ce0
Source dataset
uspto-grants-1977_03
Patent number
US04015009

Reaction notes

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