2-Hydroxy-1-naphthaldehyde → 2-(2-Fluoroethoxy)-1-hydroxymethylnaphthalene

HRID 1087901

Reaktionsgleichung

Reaktionsgleichung von HRID 1087901
[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]=1[CH:15]=[O:16].OC1C=CC2C(=CC=CC=2)C=1C=O.[BH4-].[Na+]>C(O)C.O>[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]=1[CH2:15][OH:16]

Komponenten

6

Edukt 3

HCID 128192-Hydroxy-1-naphthaldehydeHCID 4311764Sodium borohydrideHCID 150587342-(2-Fluoroethoxy)-1-naphthaldehyde

Produkt 1

HCID 150587332-(2-Fluoroethoxy)-1-hydroxymethylnaphthaleneAusbeute 45,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 2.5 grams (0.012 mole) of 2-(2-fluoroethoxy)-1-naphthaldehyde (prepared by the method of Example 1 from 2-hydroxy-1-naphthaldehyde) and 0.6 gram (0.015 mole) of sodium borohydride in 35 ml of ethanol was stirred at room temperature for 24 hours. The mixture was diluted with water and extracted with diethyl ether. The extract was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to yield 1.2 gram of 2-(2-fluoroethoxy)-1-hydroxymethylnaphthalene as a solid.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8c2fb2ca43f34f948047a93f82ef72e7
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04960884

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