p-Toluenesulfonic acid → 1-oxo-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic acid methyl ester

HRID 17896

反応式

HRID 17896 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:31])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([O:21][CH2:22][CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:9]=2)=[O:5])C.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:1][O:3][C:4]([C:6]1[C:7](=[O:31])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([O:21][CH2:22][CH2:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[CH:9]=2)=[O:5]

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 118452821-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carboxylic acid ethyl ester

生成物 1

HCID 687010351-oxo-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic acid methyl ester収率 75.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate ethyl ester (1.65 g, 4.0 mmol) prepared in (Step 5) of Example 1 was dissolved in methanol (160 ml) and p-toluene sulfonic acid (228 mg, 1.2 mmol) was added thereto. The mixture was reacted for 1 hour at 70° C., and then washed with brine. The organic layer was extracted with ethyl acetate, dried over anhydrous sulfonate sulfate, concentrated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9) to obtain the title compound (yield 75.3%) as a red solid.

後処理

  1. customThe mixture was reacted for 1 hour at 70° C.
  2. washwashed with brine
  3. extractionThe organic layer was extracted with ethyl acetate
  4. dry with materialdried over anhydrous sulfonate sulfate
  5. concentrationconcentrated
  6. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9)

出典と根拠

ORDレコード
ord-3b200dad4b06471d9b74686d147c1eb5
出典データセット
uspto-grants-2010_06
特許番号
US07741323B2

関連ノート

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