Aluminium lithium hydride → (3,5-dimethoxy-4-propan-2-yl-phenyl)methanol

HRID 2252338노트

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HRID 2252338 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([O:22][CH3:23])[C:18]=1[CH:19]([CH3:21])[CH3:20])[C:12](OC)=[O:13]>CCOCC>[CH3:23][O:22][C:17]1[CH:16]=[C:11]([CH:10]=[C:9]([O:8][CH3:7])[C:18]=1[CH:19]([CH3:21])[CH3:20])[CH2:12][OH:13]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 24798870Methyl 4-isopropyl-3,5-dimethoxybenzoate

생성물 1

HCID 46928175(3,5-dimethoxy-4-propan-2-yl-phenyl)methanol수율 88%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

To a suspension of LiAlH4 (95%) (5.00 g, 125 mmol) in dry ether (100 mL) at 0° C. was added a solution of methyl 3,5-dimethoxy-4-i-propylbenzoate (15.7 g, 90.1 mmol), in ether (300 mL) under N2. The suspension was stirred at 0° C. for one hour then for an additional hour at room temperature. The reaction was quenched by slow addition of a saturated Na2SO4 aqueous solution (10 mL) at 0° C. The mixture was stirred overnight. The solid was filtered off and the filtrate was evaporated to dryness to give the desired alcohol (13.8 g, 88% yield) as white crystals. 1HNMR (CDCl3. ppm): δ 1.34 (d, J=7.2 Hz, 6H), 3.65 (hept., J=7.2 Hz, 1H), 3.88 (s, 6H), 4.70 (s, 2H), 6.62 (s, 2H).

후처리

  1. waitfor an additional hour at room temperature
  2. customThe reaction was quenched by slow addition of a saturated Na2SO4 aqueous solution (10 mL) at 0° C
  3. stirringThe mixture was stirred overnight
  4. filtrationThe solid was filtered off
  5. customthe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-b7b4222dd2a14fc99548d9d4cafad27b
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07321050B2

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