Lithium hydroxide, monohydrate → HCID 178522632, Verbindung

HRID 1035716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1035716
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[S:12][C:11]([NH:13][C:14]([C:16]3[CH:32]=[CH:31][C:19]([O:20][C@@H:21]4[CH2:26][CH2:25][C@H:24]([C:27]([O:29]C)=[O:28])[CH2:23][CH2:22]4)=[CH:18][CH:17]=3)=[O:15])=[N:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.O.[OH-].[Li+]>O1CCCC1.O>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[S:12][C:11]([NH:13][C:14]([C:16]3[CH:32]=[CH:31][C:19]([O:20][C@@H:21]4[CH2:22][CH2:23][C@H:24]([C:27]([OH:29])=[O:28])[CH2:25][CH2:26]4)=[CH:18][CH:17]=3)=[O:15])=[N:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 178501266HCID 178501266, Verbindung

Produkt 1

HCID 178522632HCID 178522632, VerbindungAusbeute 65,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

150 mg of methyl cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]phenoxy}-cyclohexanecarboxylate (0.32 mmol, 1 eq.) is placed in 1 mL of tetrahydrofuran. 27 mg of lithium hydroxide monohydrate (0.64 mmol, 2 eq.) dissolved in 1 mL are added and stirring is continued for 18 hours. The reaction medium is diluted with water, washed with ethyl acetate and acidified with aqueous 6% sulfur dioxide solution. The solid obtained is filtered off by suction and washed successively with water, ethanol and diethyl ether. 96 mg of cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-phenoxy}cyclohexanecarboxylic acid are obtained.

Aufarbeitung

  1. additionare added
  2. washwashed with ethyl acetate
  3. customThe solid obtained
  4. filtrationis filtered off by suction
  5. washwashed successively with water, ethanol and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-6b103727d446442ab4897fec6936ddef
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546391B2

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