Bromine → 5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde

HRID 1296019ノート

反応式

HRID 1296019 の反応式
[Br:1]Br.[C:3]([C:7]1[C:8]([O:15]COC)=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH:10]=[O:11])([CH3:6])([CH3:5])[CH3:4]>CO>[Br:1][C:13]1[CH:14]=[C:7]([C:3]([CH3:6])([CH3:5])[CH3:4])[C:8]([OH:15])=[C:9]([CH:12]=1)[CH:10]=[O:11]

参加物

4

反応物 2

HCID 24408BromineHCID 22930050HCID 22930050、化合物

生成物 1

HCID 7970065-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde収率 111%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
20 °C

実験手順

Bromine (747 g) was gradually added to a solution of the 3-(tert-butyl)-2-(methoxymethoxy)benzaldehyde (1247 g, 4.67 mol) in methanol (4000 ml) while cooling on ice. After stirring at 20° C. for 1 hour, the solvent was distilled off under reduced pressure, ethyl acetate was added to the residue, the mixture was washed with water, saturated sodium aqueous hydrogencarbonate and brine in that order and the organic layer was dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to yield a crude product of the title compound (1333 g) as a red oil.

後処理

  1. temperaturewhile cooling on ice
  2. distillationthe solvent was distilled off under reduced pressure, ethyl acetate
  3. additionwas added to the residue
  4. washthe mixture was washed with water, saturated sodium aqueous hydrogencarbonate and brine in that order
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationThe organic layer was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-3b9cde35ea9f4b3fb439de6be3084343
出典データセット
uspto-grants-2007_07
特許番号
US07244730B2

反応ノート

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