Hydrochloric Acid → HCID 54085422, Verbindung

HRID 1730739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730739
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH:17](O)[CH3:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.COC1C=CC(C2C=CC(C(Cl)C)=CC=2)=CC=1.Cl.[CH3:38][O:39][C:40](=[O:43])[CH2:41][SH:42].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.C1CCCCC1.CO>[CH3:38][O:39][C:40](=[O:43])[CH2:41][S:42][CH:17]([C:14]1[CH:15]=[CH:16][C:11]([C:8]2[CH:9]=[CH:10][C:5]([O:4][CH3:3])=[CH:6][CH:7]=2)=[CH:12][CH:13]=1)[CH3:18]

Komponenten

10

Edukt 6

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 4311764Sodium borohydrideHCID 14533349HCID 14533349, VerbindungHCID 203487384-(1-Chloroethyl)-4'-methoxy-1,1'-biphenyl2×

Produkt 1

HCID 54085422HCID 54085422, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittelHCID 887MethanolLösungsmittelHCID 8078CyclohexaneLösungsmittel

Versuchsvorschrift

(4'-Methoxy-4-biphenyl)-methyl-ketone [see W. S. Johnson et al, J. Amer. Chem. Soc. 68, 1648 (1946)] was reduced with sodium borohydride to 1-(4'-methoxy-4-biphenylyl)-ethanol (m.p. 120°-122° C, from cyclohexane), and the carbinol was converted into 1-(4'-methoxy-4-biphenylyl)-1-chloroethane, m.p. 122°-124° C (from cyclohexane), with hydrogen chloride. 5.2 gm of 1-(4'-methoxy-4-biphenylyl)-1-chloroethane (0.021 mol) were admixed in 21 ml of dry dimethyl sulfoxide with 2.7 gm (0.026 mol) of thioglycolic acid methyl ester and then with 3.5 gm (0.026 mol) of dry potassium carbonate. The mixture was stirred at room temperature for 45 minutes. The reaction product was precipitated with water, suction-filtered off, washed and dried. Yield: 6.8 gm (100% of theory); m.p. 59°-61° C. A sample recrystallized from cyclohexane, analized as follows:

Aufarbeitung

  1. customThe reaction product was precipitated with water
  2. filtrationsuction-filtered off
  3. washwashed
  4. customdried
  5. customA sample recrystallized from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-ce26b216ca0a45ef814b994e543386e9
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03993683

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