Terephthalaldehyde → 4-(Hydroxymethyl)benzaldehyde

HRID 266670

반응식

HRID 266670 반응식
[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

참가 물질

6

반응물 2

HCID 12173TerephthalaldehydeHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 5563304-(Hydroxymethyl)benzaldehyde수율 99.3%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-2d0919c636d64d17a288190345074958
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05652232

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