3,4-dihydro-2H-pyran → 2-Methyl-3-(oxan-2-yloxy)propan-1-ol

HRID 870475

Reaktionsgleichung

Reaktionsgleichung von HRID 870475
[CH3:1][CH:2]([CH2:5][OH:6])[CH2:3][OH:4].[O:7]1[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8]1>CC1C=CC(S(O)(=O)=O)=CC=1>[CH3:1][CH:2]([CH2:5][O:6][CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][O:7]1)[CH2:3][OH:4]

Komponenten

4

Edukt 2

HCID 80803,4-dihydro-2H-pyranHCID 75103Methylpropanediol

Produkt 1

HCID 122906532-Methyl-3-(oxan-2-yloxy)propan-1-olAusbeute 66,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6101p-Toluenesulfonic acidKatalysator

Versuchsvorschrift

Into a 50-mL 3-necked round-bottom flask was placed 2-methylpropane-1,3-diol (20 g, 221.92 mmol, 1.00 equiv) and 4-methylbenzene-1-sulfonic acid (11 mg, 0.06 mmol). Then 3,4-dihydro-2H-pyran (5 g, 59.44 mmol, 0.27 equiv) was added at 0° C. The resulting solution was stirred for 3 h at room temperature. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:20). Purification afforded 6.9 g (18%) of 2-methyl-3-(oxan-2-yloxy)propan-1-ol as a light yellow liquid.

Aufarbeitung

  1. customInto a 50-mL 3-necked round-bottom flask was placed
  2. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-692be86c9ba44a3b8ae9639c85a13f43
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969557B2

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