Sodium borohydride → 6-Benzyloxy-2,2-dimethylchroman-4-ol

HRID 613435

Reaktionsgleichung

Reaktionsgleichung von HRID 613435
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[CH2:13][C:12]2=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO.C(O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:19])([CH3:20])[CH2:13][CH:12]2[OH:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 117809926-Benzyloxy-2,2-dimethylchroman-4-one

Produkt 1

HCID 108698276-Benzyloxy-2,2-dimethylchroman-4-olAusbeute 95,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 20.0 g (71 mmol) of 6-benzyloxy-2,2-dimethylchroman-4-one and 2.94 g (78 mmol) of sodium borohydride in 100 ml of methanol and 300 ml of ethanol was stirred at RT for 3 h. The reaction mixture was then poured into 1300 ml of ice-water, and the precipitate was filtered off with suction and dried under reduced pressure. This procedure gave 19.3 g of 6-benzyloxy-2,2-dimethylchroman-4-ol, m.p. 83-84° C.

Aufarbeitung

  1. filtrationthe precipitate was filtered off with suction
  2. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-659705a5f5ab452e9d9fe5c5bfc2b587
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06008245

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