Dichloromethane → 3-[2(E)-(2-Pyridyl)ethenyl]benzyl alcohol

HRID 1198565

反応式

HRID 1198565 の反応式
ClC1C=[C:10]2[C:5]([CH:6]=[CH:7][C:8](/[CH:12]=[CH:13]/[C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[CH2:17][OH:18])=[N:9]2)=CC=1.CC(C[AlH]CC(C)C)C.ClCCl>C1(C)C=CC=CC=1>[N:9]1[CH:10]=[CH:5][CH:6]=[CH:7][C:8]=1/[CH:12]=[CH:13]/[C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][OH:18]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 14487Diisobutylaluminum hydrideHCID 10827738trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl alcohol

生成物 1

HCID 703418553-[2(E)-(2-Pyridyl)ethenyl]benzyl alcohol

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
-70 °C

実験手順

The methyl benzoate (Example 37b part ii) (2.25 g, 9.4 mmol) was dissolved in dry toluene (60 ml) and cooled to -70° C. under nitrogen. 1M DIBAL in dichloromethane (18.8 ml, 18.8 mmol) was added over 15 minutes and the reaction mixture allowed to warm up to -30° C. for 30 minutes. The reaction was quenched by careful addition of methanol (8 ml), then water, and after filtration through Celite the organic phase was evaporated in vacuo.

後処理

  1. temperatureto warm up to -30° C. for 30 minutes
  2. customThe reaction was quenched by careful addition of methanol (8 ml)
  3. filtrationwater, and after filtration through Celite the organic phase
  4. customwas evaporated in vacuo

出典と根拠

ORDレコード
ord-f12ccb71f6ac4577a2b2f68c674ebacb
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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