Borane → 3-(3-Nitrophenyl)propan-1-ol

HRID 1614959노트

반응식

HRID 1614959 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12](O)=[O:13])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].B>O1CCCC1>[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][CH2:12][OH:13])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 6331BoraneHCID 27602243-(3-Nitrophenyl)propionic acid

생성물 1

HCID 113328423-(3-Nitrophenyl)propan-1-ol수율 99.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

3-(3-Nitrophenyl)propanoic acid (3.0 g, 15 mmol) was dissolved in dry tetrahydrofuran (7.6 mL) in a flame-dried flask and cooled in an ice bath. A solution of borane in tetrahydrofuran (20 mL, 20 mmol, 1.0 M) was added dropwise over a period of 30 minutes. The reaction mixture was stirred for an additional 2 hours at rt, then quenched slowly with ice water, and followed by an addition of ether (40 mL). The ether layer was washed with water and saturated aqueous solution of NaHCO3 successively, dried, and concentrated to give the desired product as a yellow gel (2.7 g, 97%).

후처리

  1. temperaturecooled in an ice bath
  2. customquenched slowly with ice water
  3. additionfollowed by an addition of ether (40 mL)
  4. washThe ether layer was washed with water and saturated aqueous solution of NaHCO3 successively
  5. customdried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c957fe516c334ecbad392a474746ab61
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765727B2

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