Borane → 3-(3-Nitrophenyl)propan-1-ol

HRID 1614959ノート

反応式

HRID 1614959 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 113328423-(3-Nitrophenyl)propan-1-ol収率 99.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c957fe516c334ecbad392a474746ab61
出典データセット
uspto-grants-2014_07
特許番号
US08765727B2

反応ノート

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