Diisobutylaluminum hydride → 4-(Quinolin-3-yl)-but-3-en-2-ol

HRID 1004284

반응식

HRID 1004284 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=[CH:12][C:13](=[O:15])[CH3:14])[CH:2]=1.[AlH](CC(C)C)CC(C)C>C1COCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=[CH:12][CH:13]([OH:15])[CH3:14])[CH:2]=1

참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 541844574-(Quinolin-3-yl)-but-3-en-2-one

생성물 1

HCID 542299044-(Quinolin-3-yl)-but-3-en-2-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 22-1 (1.2 g, 6.1 mmol) in anhydrous THF (50 mL) was cooled to -78°, then treated dropwise with i-Bu2AlH (12.75 mL, 12.2 mmol). The resulting solution was stirred at -78° for 20 min, then quenched with ethyl acetate (20 mL), warmed to room temperature, treated with 1 M potassium sodium tartrate (25 mL) and stirred for 4 h. The mixture was extracted with ethyl acetate (2×150 mL) dried, filtered and evaporated to afford 22-2 as a yellow oil.

후처리

  1. customquenched with ethyl acetate (20 mL)
  2. additiontreated with 1 M potassium sodium tartrate (25 mL)
  3. stirringstirred for 4 h
  4. extractionThe mixture was extracted with ethyl acetate (2×150 mL)
  5. customdried
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-e63460b055bf4972aeb79e77de6a11c3
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06048861

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