Hydrochloric Acid → 4-Bromo-2-(hydroxymethyl)-6-methoxyphenol

HRID 1157935

反応式

HRID 1157935 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].C(O)C.[BH4-].[Na+].Cl>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[C:5]([OH:10])=[C:6]([CH2:7][OH:8])[CH:9]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 2622385-Bromo-2-hydroxy-3-methoxybenzaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 8940924-Bromo-2-(hydroxymethyl)-6-methoxyphenol収率 99.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a 200 ml solution of 50 g of 5-bromo-2-hydroxy-3-methoxybenzaldehyde in an ethanol:THF=1:1 mixed solvent there was added 16.4 g of sodium borohydride while cooling on ice. After stirring for 2 hours at room temperature, 1N hydrochloric acid was added to the reaction mixture while cooling on ice. The organic layer was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The desiccant was filtered out and the filtrate was concentrated under reduced pressure to obtain the target compound (50 g) as a crude product.

後処理

  1. temperaturewhile cooling on ice
  2. temperaturewhile cooling on ice
  3. extractionThe organic layer was extracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe desiccant was filtered out
  6. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-06294e2154934eb6b935b5e72e55bad4
出典データセット
uspto-grants-2010_10
特許番号
US07807690B2

関連ノート

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