Ethyl Acetate → (4-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-yl)-methanol

HRID 604189Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 604189
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:26]=[O:27])[C:12]([C:15]2[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[CH:18]=[CH:17][C:16]=2[O:24][CH3:25])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].[Cl-].[NH4+].C(OCC)(=O)C>C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[C:19]([CH:21]([CH3:22])[CH3:23])[CH:18]=[CH:17][C:16]=2[O:24][CH3:25])=[C:11]([CH2:26][OH:27])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 866269194-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-carbaldehyde

Produkt 1

HCID 67087233(4-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-yl)-methanolAusbeute 108 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Benzyloxy-5′-isopropyl-2′-methoxy-biphenyl-2-carbaldehyde (1.16 g) is dissolved in ethanol (15 ml) and thereto is added sodium borohydride (122 mg) and the mixture is stirred at room temperature for 10 minutes. Thereto are added a saturated aqueous ammonium chloride solution and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give (4-benzyloxy-5′-isopropyl-2′-methoxy-biphenyl-2-yl)-methanol (1.26 g). MS (m/z): 345

Aufarbeitung

  1. customthe mixture is separated
  2. washthe organic layer is washed with a saturated brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-12a5013d06f84f19a62d4febc8ff8916
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906517B2

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