Sodium Hydroxide → 1-Benzylcyclobutane-1-carboxylic acid

HRID 231608Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 231608
[C:1]1([CH2:7][C:8]2([C:12]([O:14]CC)=[O:13])[CH2:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C.O>[C:1]1([CH2:7][C:8]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 15632049Ethyl 1-benzylcyclobutanecarboxylate

Produkt 1

HCID 156705181-Benzylcyclobutane-1-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

A mixture of ethyl 1-phenylmethylcyclobutanecarboxylate (4.16 g, 19.1 mmol), sodium hydroxide (1.2 g, 30 mmol) in ethanol (95%, 20 ml) and water (5 ml) was stirred at room temperature for 60 hours. The reaction mixture was poured into cold water and extracted with diethyl ether. The aqueous phase was separated, acidified with HCl (2N, 35 ml) and extracted with diethyl ether. The latter extract was washed with water, dried, filtered and evaporated to afford the desired product as a pale yellow oil: NMR (CDCl3) δ=1.7~2.6 (6H, m), 3.10 (2H, s), 7.22 (5H, s).

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. customThe aqueous phase was separated
  3. extractionextracted with diethyl ether
  4. extractionThe latter extract
  5. washwas washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e4e4564fde5e436f815be29d73e6aca3
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04847306

Notizen zur Reaktion

Wird geladen…