Methanol → 6-(7-Hydroxyheptyl)-7-(3-hydroxy-3-methyloct-1-enyl)-1,4-dioxaspiro[4,4]nonane

HRID 372056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 372056
CO.O.[OH:4][C:5]([CH3:34])([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:6]=[CH:7][CH:8]1[CH2:16][CH2:15][C:10]2([O:14][CH2:13][CH2:12][O:11]2)[CH:9]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][Si](C)(C)C>C(O)(=O)C.C(OCC)C>[OH:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH:9]1[CH:8]([CH:7]=[CH:6][C:5]([OH:4])([CH3:34])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:16][CH2:15][C:10]21[O:14][CH2:13][CH2:12][O:11]2

Komponenten

6

Edukt 3

HCID 887MethanolHCID 962WaterHCID 537744147-(3-Hydroxy-3-methyloct-1-enyl)-6-(7-trimethylsiloxyheptyl)-1,4-dioxaspiro[4,4]nonane

Produkt 1

HCID 570707516-(7-Hydroxyheptyl)-7-(3-hydroxy-3-methyloct-1-enyl)-1,4-dioxaspiro[4,4]nonaneAusbeute 78,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Methanol (30 ml.), water (15 ml.) and glacial acetic acid (3 drops) were added to 7-(3-hydroxy-3-methyloct-1-enyl)-6-(7-trimethylsilyloxyheptyl)-1,4-dioxaspiro[4,4]nonane (0.5 g.) and the mixture was stirred at room temperature for 30 minutes. An excess of diethyl ether was then added and the resulting solution was washed with dilute aqueous sodium bicarbonate solution and sodium chloride solution respectively, and dried over sodium sulphate, to give crude 6-(7-hydroxyheptyl)-7-(3-hydroxy-3-methyloct-1-enyl)-1,4-dioxaspiro[4,4]nonane (0.33 g.), νmax 3400 cm-1, pure enough to use in the next stage.

Aufarbeitung

  1. washthe resulting solution was washed with dilute aqueous sodium bicarbonate solution and sodium chloride solution respectively
  2. dry with materialdried over sodium sulphate

Quellen und Nachweise

ORD-Eintrag
ord-24b446fafe974818890826487e02f47c
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04088695

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