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Diisobutylaluminum hydride → HCID 86635037, 화합물

HRID 2088399
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HRID 2088399 반응식
CC(C[AlH]CC(C)C)C.C([O:12][C:13]([C@@H:15]1[CH2:19][C:18]([C:20]2[CH:25]=[CH:24][C:23](C)=[CH:22][N:21]=2)=[C:17]([CH3:27])[C@H:16]1[O:28][Si:29]([CH2:34][CH3:35])([CH2:32][CH3:33])[CH2:30][CH3:31])=O)C>C1(C)C=CC=CC=1>[CH3:27][C:17]1[C@@H:16]([O:28][Si:29]([CH2:30][CH3:31])([CH2:34][CH3:35])[CH2:32][CH3:33])[C@H:15]([CH:13]=[O:12])[CH2:19][C:18]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1
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참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 67267363HCID 67267363, 화합물

생성물 1

HCID 86635037HCID 86635037, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of DIBAL-H (0.44 ml, 1.0 M in hexane, 0.44 mmol, 1.1 equiv) was added dropwise to a solution of silyl ether 29b (150 mg, 0.4 mmol) in toluene (2 ml) at −78° C. The reaction mixture was stirred at that temperature for 1 hr and quenched by dropwise addition of saturated NH4Cl solution (0.2 ml). The reaction mixture was allowed to reach room temperature and a saturated solution of Rochelle salt (1 ml) and brine (0.4 ml) were added. The mixture was extracted with ethyl acetate (3×2 ml) and the combined organic extracts were dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to give crude aldehyde 30b as a yellow liquid which was used in the next step without further purification.

후처리

  1. customquenched by dropwise addition of saturated NH4Cl solution (0.2 ml)
  2. customto reach room temperature
  3. additiona saturated solution of Rochelle salt (1 ml) and brine (0.4 ml) were added
  4. extractionThe mixture was extracted with ethyl acetate (3×2 ml)
  5. dry with materialthe combined organic extracts were dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-f5add728f7f548e7b380ad116cc023eb
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08435983B2

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