Methanol → 3-cyclohexyl-1H-indole-6-carboxylic Acid

HRID 747933ノート

反応式

HRID 747933 の反応式
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.CO>C1COCC1>[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

4

反応物 2

HCID 887MethanolHCID 111840773-(Cyclohex-1-en-1-yl)-1H-indole-6-carboxylic acid

生成物 1

HCID 112419893-cyclohexyl-1H-indole-6-carboxylic Acid収率 79.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-Cyclohexenyl-1H-indole-6-carboxylic acid (38 g) was added to a Parr bottle, followed by methanol (100 mL) and THF (100 mL). The bottle was flushed with argon and 10% palladium on carbon (1.2 g) was added. The flask was then evacuated and subsequently refilled with H2 to a pressure of 55 psi, and the resultant mixture was shaken for 18 hours at RT. The catalyst was then removed by filtration through celite. Concentration of the filtrate provided the desired product as a pale purple solid (30.6 g, 79%). ESI-MS m/z 244 (MH+).

後処理

  1. customThe bottle was flushed with argon and 10% palladium on carbon (1.2 g)
  2. additionwas added
  3. customThe flask was then evacuated
  4. additionsubsequently refilled with H2 to a pressure of 55 psi
  5. customThe catalyst was then removed by filtration through celite

出典と根拠

ORDレコード
ord-fde7538390954263887bc0b131aacdbb
出典データセット
uspto-grants-2008_07
特許番号
US07399758B2

反応ノート

読み込み中…