Methyl 3-ethylbenzoate → (3-Ethylphenyl)methanol

HRID 2045838

반응식

HRID 2045838 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12](OC)=[O:13])[CH3:8]>C1COCC1>[CH2:7]([C:9]1[CH:10]=[C:11]([CH2:12][OH:13])[CH:16]=[CH:17][CH:18]=1)[CH3:8]

참가 물질

4

반응물 2

HCID 12430992Methyl 3-ethylbenzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 104659(3-Ethylphenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium aluminum hydride (3.1 mL of 1.0 M solution in THF, 3.1 mmol) was added to a solution of methyl 3-ethylbenzoate (500 mg, 3.05 mmol) in THF (12 mL) at 0° C. After 2 h at 0° C., the reaction was quenched by the addition of saturated aqueous Rochelle's salt (50 mL) and stirred vigorously overnight at room temperature. The reaction mixture was extracted with Et2O (3×100 mL). The combined organic phase was dried (Na2SO4), filtered and concentrated in vacuo to afford (3-ethylphenyl)methanol which was shown to be ˜90% pure by 1H NMR analysis and was taken on without further purification.

후처리

  1. customthe reaction was quenched by the addition of saturated aqueous Rochelle's salt (50 mL)
  2. extractionThe reaction mixture was extracted with Et2O (3×100 mL)
  3. dry with materialThe combined organic phase was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e615c22f6a3f46d3b3c09d9f79bfbbb8
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592413B2

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