Sodium cyanoborohydride → Methyl 3-(1-Hydroxyethyl)benzoate

HRID 714458노트

반응식

HRID 714458 반응식
[C:1]([C:4]1[CH:5]=[C:6]([C:10]([O:12][CH3:13])=[O:11])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].C([BH3-])#N.[Na+]>CO.Cl>[OH:3][CH:1]([C:4]1[CH:5]=[C:6]([C:10]([O:12][CH3:13])=[O:11])[CH:7]=[CH:8][CH:9]=1)[CH3:2]

참가 물질

5

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 15094405Methyl 3-acetylbenzoate

생성물 1

HCID 20428670Methyl 3-(1-Hydroxyethyl)benzoate

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 887Methanol용매

실험 절차

1.09 g (6.15 mmol) of methyl 3-acetylbenzenecarboxylate (Example 59A) were initially charged in 28 ml methanol. 0.77 g (12.29 mmol) of sodium cyanoborohydride was added, and the reaction solution was then adjusted to pH 3 using a few drops of 1N hydrochloric acid and stirred at RT overnight. The reaction solution was evaporated, water was then added and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and evaporated.

후처리

  1. customThe reaction solution was evaporated
  2. additionwater was then added
  3. extractionthe mixture was extracted three times with ethyl acetate
  4. dry with materialThe combined organic phases were dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-4f6d68fa76cc4e3094b0e29fbb8b8a74
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187428B2

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