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

HRID 217767

반응식

HRID 217767 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 105606143-(4-Bromophenyl)propan-1-ol수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8ebbd691368644538555f420e039c81a
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198285B2

연결된 노트

불러오는 중…