Water → 4-Methyl-3-nitrobenzyl alcohol

HRID 386734

反応式

HRID 386734 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].O.[BH4-].[Na+]>O1CCOCC1>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

参加物

5

反応物 3

HCID 962WaterHCID 663234-Methyl-3-nitrobenzoyl chlorideHCID 4311764Sodium borohydride

生成物 1

HCID 1234974-Methyl-3-nitrobenzyl alcohol収率 86.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of 4-methyl-3-nitrobenzoylchloride (5.5 g) in dioxane (30 mL) was added dropwise to a solution of water (30 mL), dioxane (30 mL) and sodium borohydride (2.5 g) under ice cooling. The reaction solution was refluxed for one hour, and after cooling, the solution was filtered through Celite. Water was added to the filtrate, the mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain a crude product of (4-methyl-3-nitrophenyl)methanol (4 g).

後処理

  1. temperatureThe reaction solution was refluxed for one hour
  2. temperatureafter cooling
  3. filtrationthe solution was filtered through Celite
  4. additionWater was added to the filtrate
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-4ffd6bfc4ee44fbcaebba2c1619bb97e
出典データセット
uspto-grants-2013_02
特許番号
US08372867B2

関連ノート

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