Dimethyl Sulfate → 3,5-dimethoxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester

HRID 653143ノート

反応式

HRID 653143 の反応式
[CH3:1][O:2][C:3]([C:5]1[N:6]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:7]2[C:12]([C:13]=1[OH:14])=[CH:11][C:10]([O:15][CH3:16])=[CH:9][CH:8]=2)=[O:4].[C:23](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[CH3:1][O:2][C:3]([C:5]1[N:6]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:7]2[C:12]([C:13]=1[O:14][CH3:23])=[CH:11][C:10]([O:15][CH3:16])=[CH:9][CH:8]=2)=[O:4]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 54696100Methyl 3-hydroxy-5-methoxy-1-phenyl-1H-indole-2-carboxylate

生成物 1

HCID 545333813,5-dimethoxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 10.8 g (0.036 mole) of 3-hydroxy-5-methoxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester [P. C. Unangst and M. E. Carethers, J. Heterocyclic Chem., 21, 709 (1984)] and 5.5 g (0.040 mole) of anhydrous potassium carbonate in 100 ml of acetone was treated with 3.7 ml (4.9 g; 0.039 mole) of dimethyl sulfate. The mixture was stirred and heated at reflux for 16 hours, cooled, and filtered. The filter cake was washed several times with fresh acetone, and the combined filtrates were evaporated (vacuum) to yield a crude residue of 3,5-dimethoxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester.

後処理

  1. temperatureheated
  2. temperatureat reflux for 16 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. washThe filter cake was washed several times with fresh acetone
  6. customthe combined filtrates were evaporated (vacuum)

出典と根拠

ORDレコード
ord-14f36e025fe143e5b72819c043dae90b
出典データセット
uspto-grants-1987_06
特許番号
US04675332

反応ノート

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