Hydrochloric Acid → 3-(4-Bromophenyl)propan-1-ol

HRID 217767

反応式

HRID 217767 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](O)=[O:11])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 27356093-(4-Bromophenyl)propionic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 105606143-(4-Bromophenyl)propan-1-ol収率 93%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 3-(4-bromophenyl)-propionic acid (9.16 g, 40 mmol) in THF (150 mL) at 0° C. was added LiAlH4 (1.4 g, 36 mmol) in portionwise. When the addition was completed, the reaction mixture was heated and stirred under reflux for additional 5 hours. The reaction mixture was cooled to 0° C. and 2 N—HCl (50 mL) added dropwise. The reaction mixture was extracted with EtOAc and washed with water (×3). The combined organic extract was dried over anhydrous MgSO4, filtered and concentrated in vacuo, which afforded the subtitle compound (i) as an oil (8 g).

後処理

  1. additionWhen the addition
  2. temperaturethe reaction mixture was heated
  3. temperatureunder reflux for additional 5 hours
  4. extractionThe reaction mixture was extracted with EtOAc
  5. washwashed with water (×3)
  6. extractionThe combined organic extract
  7. dry with materialwas dried over anhydrous MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo, which

出典と根拠

ORDレコード
ord-8ebbd691368644538555f420e039c81a
出典データセット
uspto-grants-2012_06
特許番号
US08198285B2

関連ノート

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