Acetic Acid → 1-[3-(1,3-Dioxolan-2-yl)benzyl]-7-cyanomethoxyindole

HRID 1198551

反応式

HRID 1198551 の反応式
[H-].[Na+].[C:3]([CH2:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:15]=1[NH:14][CH:13]=[CH:12]2)#[N:4].[O:16]1[CH2:20][CH2:19][O:18][CH:17]1[C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH2:24]Br.C(O)(=O)C>O1CCCC1.ClCCl>[O:16]1[CH2:20][CH2:19][O:18][CH:17]1[C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH2:24][N:14]1[C:15]2[C:11](=[CH:10][CH:9]=[CH:8][C:7]=2[O:6][CH2:5][C:3]#[N:4])[CH:12]=[CH:13]1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 150540207-(Cyanomethoxy)indoleHCID 191025633-(1,3-Dioxolan-2-yl)benzyl bromide

生成物 1

HCID 191026031-[3-(1,3-Dioxolan-2-yl)benzyl]-7-cyanomethoxyindole

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

60% Sodium hydride dispersion in mineral oil (90 mg, 2.25 mmol) was added to a stirred, cooled solution of 7-cyanomethoxyindole (Example 1a) (0.32 g., 1.86 mmol) in tetrahydrofuran (8 ml). The dark mixture was stirred for 15 minutes at room temperature then cooled again whilst a solution of 3-(1,3-dioxolan-2-yl)benzyl bromide (0.50 g., 2.06 mmol) in tetrahydrofuran (2 ml) was added. The mixture was stirred at room temperature for 20 hours then treated with glacial acetic acid (130 μl), diluted with dichloromethane, washed with water, dried and evaporated. The residue was chromatographed on silica in ethyl acetate-hexane (1:3).

後処理

  1. additionwas added
  2. stirringThe mixture was stirred at room temperature for 20 hours
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customThe residue was chromatographed on silica in ethyl acetate-hexane (1:3)

出典と根拠

ORDレコード
ord-482a656edc4e4126845732fd2c629cc9
出典データセット
uspto-grants-1994_01
特許番号
US05281593

関連ノート

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