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Aluminium lithium hydride → HCID 12277043, 화합물

HRID 2408244
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HRID 2408244 반응식
[CH3:1]/[C:2](=[CH:9]\[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)/[CH2:3][CH2:4][C:5](OC)=[O:6].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:1]/[C:2](=[CH:9]\[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)/[CH2:3][CH2:4][CH2:5][OH:6]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 67330102HCID 67330102, 화합물

생성물 1

HCID 12277043HCID 12277043, 화합물수율 102.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

A solution of methyl (4E)-4-methyl-5-phenyl-4-pentenoate (3.5 g, 0.016 mol) in dry THF (100 ml) was treated, at −78° C. under nitrogen, with solid lithium aluminum hydride (1 g, 0.025 mol) in one portion. After 5 minutes, the cooling bath was removed and the reaction allowed reaching room temperature and then cooled to 0° C. and treated successively with water (1 ml), 5% aqueous sodium hydroxide (3 ml) and water (1 ml). The reaction was stirred at room temperature for 30 minutes. Anhydrous solid sodium sulfate was added (3 g) and stirring continued for 5 minutes. The solid was filtered off, rinsed with diethyl ether and the filtrate was evaporated under vacuum. The product was purified by bulb-to-bulb distillation (84° C./0.002 mbar). 2.88 g (yield=100%) of the desired product were obtained.

후처리

  1. customthe cooling bath was removed
  2. customallowed reaching room temperature
  3. additiontreated successively with water (1 ml), 5% aqueous sodium hydroxide (3 ml) and water (1 ml)
  4. additionAnhydrous solid sodium sulfate was added (3 g)
  5. stirringstirring
  6. waitcontinued for 5 minutes
  7. filtrationThe solid was filtered off
  8. washrinsed with diethyl ether
  9. customthe filtrate was evaporated under vacuum
  10. distillationThe product was purified by bulb-to-bulb distillation (84° C./0.002 mbar)

출처 및 근거

ORD 기록
ord-da87a77f9e2d4c939576883b130145ba
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08815792B2

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