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

HRID 217767

Reaktionsgleichung

Reaktionsgleichung von HRID 217767
[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

Komponenten

5

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-8ebbd691368644538555f420e039c81a
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198285B2

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