Naphthalene → n-Butyl 2-hydroxy-3-butenoate

HRID 1099475

Reaktionsgleichung

Reaktionsgleichung von HRID 1099475
C(O)[C@H]1[O:7][C@H:6]([O:8][C@:9]2(CO)O[C@H:12](CO)[C@@H:11](O)[C@@H:10]2O)[C@H:5]([OH:20])[C@@H:4](O)[C@@H:3]1O.C1C2C(=CC=CC=2)C=CC=1.C(OCCCC)(=O)C(C)O>C(O)CCC>[OH:20][CH:5]([CH:4]=[CH2:3])[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH3:12])=[O:7]

Komponenten

5

Edukt 3

HCID 931NaphthaleneHCID 5988SucroseHCID 8738Butyl Lactate

Produkt 1

HCID 86641725n-Butyl 2-hydroxy-3-butenoateAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

An autoclave (50 cc microclave) is charged with 8.0 g of 1-butanol, 0.2249 g of sucrose (0.6569 mmol), 121.0 mg naphthalene (internal standard) and finally with 160.5 mg Sn-BEA (prepared according to U.S. Pat. No. 6,306,364). The autoclave is closed, charged with 20 bar of argon and heated to 160° C. After the temperature reaches 100° C., the mechanical stirrer is started (500 rpm) and the mixture is heated for 20 hours under these conditions. GC-analysis of the reaction mixture shows that 0.68 mmol of n-butyl lactate is formed (26%) together with 0.164 mmol n-butyl 2-hydroxy-3-butenoate (8%).

Aufarbeitung

  1. customprepared
  2. customThe autoclave is closed
  3. additioncharged with 20 bar of argon
  4. customreaches 100° C.
  5. temperaturethe mixture is heated for 20 hours under these conditions

Quellen und Nachweise

ORD-Eintrag
ord-544737580ae24e6e90d0d48571473755
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143439B2

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