Sodium borohydride → Benzyl 4-(1-hydroxy-2-methylpropan-2-yl)-3-methoxybenzoate

HRID 1405405

Reaktionsgleichung

Reaktionsgleichung von HRID 1405405
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][C:18]=1[C:19]([CH3:23])([CH3:22])[CH:20]=[O:21])[C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[BH4-].[Na+]>CO>[OH:21][CH2:20][C:19]([C:18]1[CH:17]=[CH:16][C:5]([C:6]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:7])=[CH:4][C:3]=1[O:2][CH3:1])([CH3:22])[CH3:23]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 86668528Benzyl 3-methoxy-4-(2-methyl-1-oxopropan-2-yl)benzoate

Produkt 1

HCID 68153567Benzyl 4-(1-hydroxy-2-methylpropan-2-yl)-3-methoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Benzyl 3-methoxy-4-(2-methyl-1-oxopropan-2-yl)benzoate (crude, from step 2) was then treated with MeOH (2 mL) followed by NaBH4 (190 mg, 5.03 mmol). The reaction mixture was stirred for 1 h before it was quenched with brine and extracted with EtOAc. The organic layers were combined, dried over sodium sulfate, and evaporated to give benzyl 4-(1-hydroxy-2-methylpropan-2-yl)-3-methoxybenzoate.

Aufarbeitung

  1. customwas quenched with brine
  2. extractionextracted with EtOAc
  3. dry with materialdried over sodium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c87e442e248a4000833fe95f7efee9cf
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916565B2

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