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

HRID 714458ノート

反応式

HRID 714458 の反応式
[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]

参加物

5

反応物 2

HCID 5003444Sodium cyanoborohydrideHCID 15094405Methyl 3-acetylbenzoate

生成物 1

HCID 20428670Methyl 3-(1-Hydroxyethyl)benzoate

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4f6d68fa76cc4e3094b0e29fbb8b8a74
出典データセット
uspto-grants-2015_11
特許番号
US09187428B2

反応ノート

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