Tetrahydrofuran → HCID 57701119, Verbindung

HRID 332579

Reaktionsgleichung

Reaktionsgleichung von HRID 332579
[CH:1]([C:3]1[CH:4]=[CH:5][C:6]([O:18][CH3:19])=[C:7]([CH:17]=1)[O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13])=[O:2].O1CCCC1.[BH4-].[Na+]>O>[OH:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([O:18][CH3:19])=[C:7]([CH:17]=1)[O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13]

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 577011263-(5-Formyl-2-methoxy-phenoxy)-benzonitrile

Produkt 1

HCID 57701119HCID 57701119, VerbindungAusbeute 86,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In a 40 mL vial equipped with a stir bar was placed (16) (1.09 g, 4.27 mmol), tetrahydrofuran (10 mL), water (10 mL) and sodium borohydride (485 mg, 12.8 mmol). The mixture was stirred at room temperature for 2 hours and then quenched with water (60 mL). After extractions with ethyl acetate (3×50 mL), the organic portions were combined, washed with brine (75 mL), dried (MgSO4), concentrated. The resulting solid was dried in a high vacuum oven for 5 hours at 45° C. and 945 mg (86% yield) of (17) was isolated.

Aufarbeitung

  1. customIn a 40 mL vial equipped with a stir bar
  2. customquenched with water (60 mL)
  3. extractionAfter extractions with ethyl acetate (3×50 mL)
  4. washwashed with brine (75 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customThe resulting solid was dried in a high vacuum oven for 5 hours at 45° C.

Quellen und Nachweise

ORD-Eintrag
ord-5566bf12375a4aeb9b73a8a5272cbc5d
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877816B2

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