Dimethylformamide → 5-Benzyloxy-3-methoxyxanthone

HRID 2286907Notes

Reaction equation

HRID 2286907 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+].CN(C)[CH:29]=[O:30]>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:30][CH3:29])[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

5

Reactant 3

HCID 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.), methaol (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-794c8866182b47af8f365a9222060da1
Source dataset
uspto-grants-1981_05
Patent number
US04268514

Reaction notes

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