Hydrochloric Acid → HCID 53654790, Verbindung

HRID 1730732Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730732
[CH3:1][O:2][C:3](=[O:6])[CH2:4][SH:5].[K].Cl[CH:9]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])=[CH:14][CH:13]=1)[CH2:10][CH3:11].FC1C=CC=CC=1C1C=CC(CCC(CCC2C=CC(C3C=CC=CC=3F)=CC=2)=O)=CC=1.[BH4-].[Na+].OC(C1C=CC(C2C=CC=CC=2F)=CC=1)CC.Cl>CN(C)C=O.C1C=CC=CC=1.C(OCC)(=O)C.O>[CH3:1][O:2][C:3](=[O:6])[CH2:4][S:5][CH:9]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])=[CH:14][CH:13]=1)[CH2:10][CH3:11]

Komponenten

12

Edukt 7

HCID 313Hydrochloric AcidHCID 16907Methyl ThioglycolateHCID 27411701-(2'-Fluoro[1,1'-biphenyl]-4-yl)propan-1-olHCID 27816854-(1-chloropropyl)-2'-fluoro-1,1'-biphenylHCID 4311764Sodium borohydrideHCID 5462222PotassiumHCID 53921419HCID 53921419, Verbindung

Produkt 1

HCID 53654790HCID 53654790, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 241BenzeneLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

101.5 gm (0.905 mol) of potassium tert.butylate, suspended in 500 ml of dimethylformamide, were admixed, while stirring and cooling under exclusion of air, with 96.0 gm (0.905 mol) of thioglycolic acid methyl ester. To the solution of the potassium salt, the mixture was admixed with 205.9 gm (0.822 mol) of 1-chloro-1-(2'-fluoro-4-biphenylyl)-propane [prepared by reduction of 2'-fluoro-4-biphenylyl-ethylketone with sodium borohydride and subsequent reaction of the obtained 1-hydroxy-1-(2'-fluoro-4-biphenylyl)-propane with hydrochloric acid in benzene], and the mixture was stirred for 4 hours at room temperature. Subsequently, 2 liters of water were added, and the reaction product was isolated by extraction with ethyl acetate, and washing, drying and evaporating of the extract. Yield: 254 gm (97% of theory); oil, Rf -value: 0.5 (cyclohexane-ethyl acetate = 9:1 on silicagelpolygram-plates).

Aufarbeitung

  1. stirringwas stirred for 4 hours at room temperature
  2. washwashing
  3. customdrying
  4. customevaporating of the extract

Quellen und Nachweise

ORD-Eintrag
ord-b756828650564546ac5664c2b875584c
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03993683

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