Ethanol → HCID 21270175, compound

HRID 1194480Notes

Reaction equation

HRID 1194480 reaction equation
[OH:1][C:2]1[C:3]([OH:20])=[CH:4][C:5]2[O:10][CH:9]=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=3)[C:7](=[O:18])[C:6]=2[CH:19]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22].[CH2:28]([OH:30])[CH3:29]>>[C:21]([O:20][C:3]1[C:2]([OH:1])=[CH:19][C:6]2[C:7](=[O:18])[C:8]([C:11]3[CH:12]=[CH:13][C:14]([NH:17][C:28](=[O:30])[CH3:29])=[CH:15][CH:16]=3)=[CH:9][O:10][C:5]=2[CH:4]=1)(=[O:23])[CH3:22]

Participants

4

Reactant 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 21270170HCID 21270170, compound

Product 1

HCID 21270175HCID 21270175, compound

Procedure

6,7-Dihydroxy-3-(4-aminophenyl)-4H-1-benzopyran-4-one [see Example 51a] (269 mg) is dissolved in ethanol (3 ml). Acetic anhydride (4 ml) is added and the solution heated to 70° for 2.5 h, then left overnight at room temperature. The resulting precipitate is filtered, washed with water and dried to give 7-acetyloxy-6-hydroxy-3-(4-acetylaminophenyl)-4H-1-benzopyran-4-one, m.p. 265°-266°.

Workup

  1. temperaturethe solution heated to 70° for 2.5 h
  2. filtrationThe resulting precipitate is filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-ed17751da2f241628d09b41fe94e1479
Source dataset
uspto-grants-1989_03
Patent number
US04814346

Reaction notes

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