Water → 7-Hydroxymethyl-2-phenylbenzofuran

HRID 1639024

반응식

HRID 1639024 반응식
[C:1]1([C:7]2[O:8][C:9]3[C:15]([C:16](O)=[O:17])=[CH:14][CH:13]=[CH:12][C:10]=3[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[OH:17][CH2:16][C:15]1[C:9]2[O:8][C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:11][C:10]=2[CH:12]=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 142297062-Phenylbenzofuran-7-carboxylic acidHCID 21226445Aluminium lithium hydride2회

생성물 1

HCID 145149497-Hydroxymethyl-2-phenylbenzofuran수율 91.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
70 °C

실험 절차

2-Phenylbenzofuran-7-carboxylic acid (40 g) is dissolved in tetrahydrofuran (300 ml) and the solution is added dropwise to a suspension of lithium aluminum hydride (19.12 g) in tetrahydrofuran (130 ml) under ice-cooling. After the mixture is stirred at 70° C. for 2 hours, water is added to the mixture to decompose excess lithium aluminum hydride and its complex. Insoluble materials are filtered off, and the filtrate is concentrated under reduced pressure to remove solvent. The residue is dissolved in ethyl acetate, and the solution is washed with water, dried and concentrated under reduced pressure to remove solvent. The residue is recrystallized from a mixture of ethyl acetate and n-hexane, whereby 7-hydroxymethyl-2-phenylbenzofuran (34.4 g) is obtained. Yield: 91%.

후처리

  1. temperaturecooling
  2. filtrationInsoluble materials are filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customto remove solvent
  5. dissolutionThe residue is dissolved in ethyl acetate
  6. washthe solution is washed with water
  7. customdried
  8. concentrationconcentrated under reduced pressure
  9. customto remove solvent
  10. customThe residue is recrystallized from a mixture of ethyl acetate and n-hexane

출처 및 근거

ORD 기록
ord-2a8118c18c3f4b96922df1c55f748ec8
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04882340

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