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

HRID 1198565

반응식

HRID 1198565 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
-70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f12ccb71f6ac4577a2b2f68c674ebacb
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05281593

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