Methanol → 5-Benzyloxy-3-methoxyxanthone

HRID 1414565Notes

Reaction equation

HRID 1414565 reaction equation
[CH2:1]([O:8][C:9]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:10]=1[O:11][C:12]1[CH:13]=[C:14](Cl)[CH:15]=[CH:16][C:17]=1[C:18]2=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].CO.CN(C)[CH:31]=[O:32]>O>[CH2:1]([O:8][C:9]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:10]=1[O:11][C:12]1[CH:13]=[C:14]([O:32][CH3:31])[CH:15]=[CH:16][C:17]=1[C:18]2=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 234605165-Benzyloxy-3-chloroxanthone

Product 1

HCID 234605085-Benzyloxy-3-methoxyxanthone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-benzyloxy-3-chloroxanthone (8.5 g.), sodium hydride (3 g.), methanol (20 ml.) and dimethylformamide (100 ml.) is stirred at room temperature for 24 hours. The mixture is poured into water and the precipitate is filtered. The residue is recrystallised from isopropanol to give 5-benzyloxy-3-methoxyxanthone, m.p. 158° C.

Workup

  1. filtrationthe precipitate is filtered
  2. customThe residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-f7a49ad036e64ed48d2dcaeeb50924f6
Source dataset
uspto-grants-1977_01
Patent number
US04001419

Reaction notes

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