Sodium borohydride → 9-Hydroxymethyl-9,10-dihydro-9,10-methanoanthracene

HRID 2198646

Reaktionsgleichung

Reaktionsgleichung von HRID 2198646
[CH:1]([C:3]12[CH2:17][CH:10]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=31)[C:9]1[C:4]2=[CH:5][CH:6]=[CH:7][CH:8]=1)=[O:2].[BH4-].[Na+]>CO.O>[OH:2][CH2:1][C:3]12[CH2:17][CH:10]([C:9]3[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=31)[C:11]1[C:16]2=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 124041419,10-Methanoanthracene-9(10H)-carbaldehyde

Produkt 1

HCID 130690829-Hydroxymethyl-9,10-dihydro-9,10-methanoanthracene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 9-formyl-9,10-dihydro-9,10-methanoanthracene (200 mg) and sodium borohydride (60 mg) in methanol (5 ml) was stirred at room temperature for 30 minutes. The reaction mixture was diluted with water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9-hydroxymethyl-9,10-dihydro-9,10-methanoanthracene. M.P. 165°-166° C.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b4b5c81661214b2ab17ab7850509a70e
Quelldatensatz
uspto-grants-1982_11
Patentnummer
US04358620

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