1-(4-Chlorophenyl)-2-methoxyethanone → 1-(4-Chlorophenyl)-2-methoxy-ethan-1-ol

HRID 1364435

Reaktionsgleichung

Reaktionsgleichung von HRID 1364435
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:14])[CH2:11][O:12][CH3:13])=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([OH:14])[CH2:11][O:12][CH3:13])=[CH:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 3184091-(4-Chlorophenyl)-2-methoxyethanoneHCID 4311764Sodium borohydride

Produkt 1

HCID 615532221-(4-Chlorophenyl)-2-methoxy-ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Sodium borohydride (111 mg, 2.9 mmol) was added in portions to a solution of 1-(4-chlorophenyl)-2-methoxy-ethanone (1 g, 6.4 mmol) in methanol at room temperature. After 1 hour, reaction was quenched with 3 mls (aq) sat. NH4Cl. Water was added to dissolve the inorganic and mixture was extracted with ethyl acetate 3×5 ml. Combined organics were washed with brine (2×3 ml) and dried over MgSO4. Crude material was obtained upon filtration and concentration to an amber oil which was purified by flash silica gel and eluted with 10-17% EA/Hex gradient. 1-(4-chlorophenyl)-2-methoxy-ethan-1-ol was obtained as an amber oil (370 mg, 68% yield).

Aufarbeitung

  1. customreaction
  2. customwas quenched with 3 mls (aq) sat. NH4Cl
  3. additionWater was added
  4. dissolutionto dissolve the inorganic and mixture
  5. extractionwas extracted with ethyl acetate 3×5 ml
  6. washCombined organics were washed with brine (2×3 ml)
  7. dry with materialdried over MgSO4
  8. customCrude material was obtained upon filtration and concentration to an amber oil which
  9. customwas purified by flash silica gel
  10. washeluted with 10-17% EA/Hex gradient

Quellen und Nachweise

ORD-Eintrag
ord-26aece78877b47ffa881b8312240e967
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888366B2

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