Acetic Acid → 4-(1methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1,1-dicarboxylic acid

HRID 1980539ノート

反応式

HRID 1980539 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[C:17]([OH:20])(=[O:19])[CH3:18].C([O:24][C:25](=[O:27])C)(=O)C.P(=O)(O)(O)O>O>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:3]2[CH2:11][CH2:12][C:18]([C:25]([OH:24])=[O:27])([C:17]([OH:20])=[O:19])[CH2:5][CH:4]=2)=[C:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 1004Phosphoric AcidHCID 7918Acetic AnhydrideHCID 770951-Methyl-2-phenylindole

生成物 1

HCID 134092844-(1methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1,1-dicarboxylic acid収率 52%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 9.0 g (0.043 mol) of 1-methyl-2-phenylindole, 9.3 g (0.05 mol) 4,4-cyclohexanonedicarboxylic acid, 100 mL of acetic acid, 4.7 mL of acetic anhydride, and 1 mL of 85% phosphoric acid was stirred at room temperature for 17 h, and then 100 mL of water was added dropwise to give a white solid which was collected and washed with water. The solid was taken up in ether, washed with water three times and with brine two times, dried over magnesium sulfate, concentrated in vacuo, and crystallized from acetonitrile to give 8.4 g (52%) of 4-(1methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1,1-dicarboxylic acid, m.p. 210°-211° C.

後処理

  1. customto give a white solid which
  2. customwas collected
  3. washwashed with water
  4. washwashed with water three times and with brine two times
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customcrystallized from acetonitrile

出典と根拠

ORDレコード
ord-a37511ea74ee4c9da4dee2d9b69eab44
出典データセット
uspto-grants-1985_04
特許番号
US04510158

反応ノート

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