Potassium Carbonate → 3-Phenoxybenzyl 2-(2benzothienyl)-3-methylbutanoate

HRID 27925

Reaktionsgleichung

Reaktionsgleichung von HRID 27925
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([OH:13])=[O:12].[O:17]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27]Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C([O-])([O-])=O.[K+].[K+]>C1COCC1.CN(P(N(C)C)(N(C)C)=O)C.CCOCC>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([O:13][CH2:27][C:26]1[CH:29]=[CH:30][CH:31]=[C:24]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:25]=1)=[O:12]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 945441-(Bromomethyl)-3-phenoxybenzeneHCID 233403922-(1-Benzothiophen-2-yl)-3-methylbutanoic acid

Produkt 1

HCID 131463503-Phenoxybenzyl 2-(2benzothienyl)-3-methylbutanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 86583969tetrahydrofuran HMPALösungsmittel

Versuchsvorschrift

A mixture of 2-(2-benzothienyl)-3-methylbutanoic acid (1 g, 4.3 mmol), 3-phenoxybenzyl bromide (1.1 g, 4.3 mmol) and K2CO3 (8.6 mmol) in 25 ml of THF/HMPA (1:1) is stirred overnight. The reaction is worked up by diluting with ether, washing with water, drying over Na2SO4, and solvent removed to yield 3-phenoxybenzyl 2-(2benzothienyl)-3-methylbutanoate which can be further purified by preparing thin layer chromatography eluting with 5 percent ether/hexane.

Aufarbeitung

  1. washwashing with water
  2. dry with materialdrying over Na2SO4, and solvent
  3. customremoved

Quellen und Nachweise

ORD-Eintrag
ord-d94f0e1a4a804ee5b7e4f30bc6605920
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04224330

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