Terephthalaldehyde → 4-(Hydroxymethyl)benzaldehyde

HRID 266670

反応式

HRID 266670 の反応式
[CH:1](=[O:10])[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[H][H]>O.C(O)C.[Pd]>[OH:10][CH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

参加物

6

反応物 2

HCID 12173TerephthalaldehydeHCID 178418361HCID 178418361、化合物

生成物 1

HCID 5563304-(Hydroxymethyl)benzaldehyde収率 99.3%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Terephthalaldehyde (25.0 g) was suspended in water (20 ml) and ethanol (80 ml). Pd/C (220 mg) was added to the suspension and then hydrogen gas (4.3 l ) was introduced. The catalyst was removed by filtration and the filtrate was concentrated to give p-hydroxymethylbenzaldehyde (25.2 g). The product was dissolved in toluene (100 ml) and 48% HBr (50 ml) and the solution was refluxed for 2 hours. The reaction mixture was poured into iced water and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated saline and dried, and then the solvent was removed by evaporation under reduced pressure. The residue was recrystallized from n-hexane to give colorless needles (37.5 g, yield: 82%). mp 97.5°-98.0° C.

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-2d0919c636d64d17a288190345074958
出典データセット
uspto-grants-1997_07
特許番号
US05652232

関連ノート

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