Formaldehyde → 4-Hydroxybutyraldehyde 2-hydroxytetrahydrofuran

HRID 1638444

Reaktionsgleichung

Reaktionsgleichung von HRID 1638444
O1C=CCC1.OS(O)(=O)=O.[OH-].[Na+].C=O.[H][H].[CH2:17]([OH:22])[CH2:18][CH2:19][CH2:20][OH:21].C[CH:24]([CH2:27][CH2:28][OH:29])[CH2:25][OH:26]>[Ni].O>[OH:22][CH2:17][CH2:18][CH2:19][CH:20]=[O:21].[OH:29][CH:28]1[CH2:27][CH2:24][CH2:25][O:26]1

Komponenten

10

Edukt 7

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 80641,4-ButanediolHCID 14798Sodium Hydroxide2×HCID 180532-Methyl-1,4-butanediolHCID 709342,3-DihydrofuranHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 867434974-Hydroxybutyraldehyde 2-hydroxytetrahydrofuran

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

The 4-hydroxybutyraldehyde/2-hydroxytetrahydrofuran was prepared by adding 5 parts of 2,3-dihydrofuran to 10 parts of 2% H2SO4 over about 20 minutes, keeping the temperature at 35° with cooling. The mixture was then neutralized with 30% NaOH. That mixture was mixed with 25 parts of water, 4.3 parts of 37% aqueous formaldehyde, 0.53 parts of 30% NaOH, and 2 parts of Raney nickel. Hydrogenation was then carried out at 27,576 kPa (gauge) hydrogen at 150° for 2 hours in a shaker tube. The organic portion of the resulting product consisted mainly of 1,4-butanediol and 2-methyl-1,4-butanediol, in a ratio of 25:75. There were also some unidentified higher boilers.

Aufarbeitung

  1. customat 35°
  2. temperaturewith cooling

Quellen und Nachweise

ORD-Eintrag
ord-d675e0b57561499f9adac4637615785f
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04879420

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