Indole → 3-(6-Methoxy-cyclohex-1-enyl)-1H-indole

HRID 736965

反応式

HRID 736965 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH-].[K+].[CH3:12][O:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C:15]1=O>CO>[CH3:12][O:13][CH:14]1[C:15]([C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=2)=[CH:16][CH2:17][CH2:18][CH2:19]1

参加物

5

反応物 3

HCID 798IndoleHCID 14797Potassium HydroxideHCID 1109982-Methoxycyclohexanone

生成物 1

HCID 589750733-(6-Methoxy-cyclohex-1-enyl)-1H-indole収率 30%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Add 5 ml dry MeOH to a flask under N2 containing indole (1 g, 8.5 mmol, 8.5 eq) and potassium hydroxide (202 mg, 3.59 mmol, 1 eq). Add to this solution 2-Methoxy-cyclohexanone (834 mg, 6.5 mmol, 6.5 eq). Heat reaction to 63° C. for 18 hours. Cool reaction and purify crude material by silica gel chromatography to give 442 mg (30% yield) of 3-(6-Methoxy-cyclohex-1-enyl)-1H-indole as a waxy yellow solid. Mass Spectrum (m/e): 228.02 (MH+).

後処理

  1. temperatureHeat
  2. customreaction to 63° C. for 18 hours
  3. temperatureCool
  4. customreaction
  5. custompurify crude material by silica gel chromatography

出典と根拠

ORDレコード
ord-4c3180189a414d5ab7cacce9d49dafe8
出典データセット
uspto-grants-2009_09
特許番号
US07595339B2

関連ノート

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