Methanol → HCID 15870896, compound

HRID 611707Notes

Reaction equation

HRID 611707 reaction equation
C[O-].[Na+].CO.[Cl:6][C:7]1[CH:31]=[CH:30][CH:29]=[C:28](Cl)[C:8]=1[C:9]([C:11]1[C:16]([CH3:17])=[CH:15][C:14]([O:18][CH3:19])=[C:13]([O:20][CH3:21])[C:12]=1[O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:10].[CH2:33](COC)[O:34]C>C(OCC)(=O)C.O>[Cl:6][C:7]1[C:8]([C:9]([C:11]2[C:16]([CH3:17])=[CH:15][C:14]([O:18][CH3:19])=[C:13]([O:20][CH3:21])[C:12]=2[O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:10])=[C:28]([O:34][CH3:33])[CH:29]=[CH:30][CH:31]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 80711,2-DimethoxyethaneHCID 10942334Sodium MethoxideHCID 19598104HCID 19598104, compound

Product 1

HCID 15870896HCID 15870896, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of sodium methylate in methanol (5.4 mol/l, 19.6 mmol), 2,6-dichloro-3',4'-dimethoxy-6'-methyl-2'-pentyloxy-benzophenone (obtained according to EP 0 727 141, 2.69 g, 6.5 mmol) and dimethoxyethane (20 ml) is heated to 80° C. with stirring for 24 hours. A mixture of water and ethyl acetate (1:1 v/v; 100 ml) is then slowly added at room temperature. The organic phase is separated and concentrated and the residue is purified by column chromatography (dichloromethane) yielding the pure product as a yellow oil, 0.52 g, (19.7%).

Workup

  1. additionis then slowly added at room temperature
  2. customThe organic phase is separated
  3. concentrationconcentrated
  4. customthe residue is purified by column chromatography (dichloromethane)

Sources & evidence

ORD record
ord-068714655f50459ead941c58d90de484
Source dataset
uspto-grants-1999_12
Patent number
US06001883

Reaction notes

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