Diethyl Ether → 1-(4-Bromophenyl)hexan-1-ol

HRID 15002

Reaktionsgleichung

Reaktionsgleichung von HRID 15002
CC[O:3][CH2:4][CH3:5].[Br:6][C:7]1[CH:14]=[CH:13][C:10](C=O)=[CH:9][CH:8]=1.[CH2:15]1[CH2:19]O[CH2:17][CH2:16]1>>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([CH:4]([OH:3])[CH2:5][CH2:19][CH2:15][CH2:16][CH3:17])=[CH:13][CH:14]=1

Komponenten

4

Edukt 3

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 707414-Bromobenzaldehyde

Produkt 1

HCID 126030861-(4-Bromophenyl)hexan-1-olAusbeute 76 %

Versuchsvorschrift

n-PentylMgBr (29 mL, 58 mmol, 2 M/ether) was added to a 0° C. solution of 4-bromobenzaldehyde (9.953 g, 54 mmol) in THF (100 mL). After 1 h, the reaction was quenched by addition of 200 mL saturated ammonium chloride solution. The resulting mixture was extracted with ethyl acetate (3×100 mL) and the combined ethyl acetate solution was dried (Na2SO4), filtered and evaporated. Purification of the residue by flash chromatography on silica gel gave 4 (10.501 g, 76%).

Aufarbeitung

  1. customthe reaction was quenched by addition of 200 mL saturated ammonium chloride solution
  2. extractionThe resulting mixture was extracted with ethyl acetate (3×100 mL)
  3. dry with materialthe combined ethyl acetate solution was dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customPurification of the residue by flash chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d5f8ba010fcf42e49e299046f5d44489
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732443B2

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