Sodium Hydroxide → 2-Methoxyphenethyl alcohol

HRID 45274

반응식

HRID 45274 반응식
[H-].[Al+3].[Li+].[CH3:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][OH:14].[H-].[H-].[H-].COC(=O)CC1C=CC=CC=1OC.[OH-].[Na+]>O1CCCC1>[CH3:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][OH:14]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 99590Methyl 2-methoxybenzeneacetateHCID 673149832-(2-Methoxy-phenyl)-ethanol Lithium aluminum hydride

생성물 1

HCID 819092-Methoxyphenethyl alcohol수율 57%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

2-(2-Methoxy-phenyl)-ethanol Lithium aluminum hydride (21 g, 0.55 mol) was added to a solution of (2-methoxy-phenyl)-acetic acid methyl ester (90 g, 0.50 mol) in anhydrous tetrahydrofuran (500 mL) at 0° C. After stirred at 0° C. for 30 minutes, the mixture was treated with sodium hydroxide (5% aqueous solution, 180 g). The mixture was extracted three times with ethyl acetate (400 mL) and the combined organic layers were washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate, filtered, and evaporated to dryness to give 2-(2-methoxy-phenyl)-ethanol (43 g, 0.28 mol, 57%), which was used directly in the next step.

후처리

  1. extractionThe mixture was extracted three times with ethyl acetate (400 mL)
  2. washthe combined organic layers were washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-bf273a445fb04c309817c35159c1827a
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541453B2

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