Dimethylformamide → 4-tert.-Butyl-2,6-dimethyl-3-hydroxyphenylacetyl chloride

HRID 616532Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 616532
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([CH2:12][C:13](O)=[O:14])=[C:7]([CH3:16])[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2].CN(C)C=O.S(Cl)([Cl:25])=O>C1C=CC=CC=1>[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([CH2:12][C:13]([Cl:25])=[O:14])=[C:7]([CH3:16])[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 203459052-(4-tert-Butyl-3-hydroxy-2,6-dimethylphenyl)acetic acid

Produkt 1

HCID 203458974-tert.-Butyl-2,6-dimethyl-3-hydroxyphenylacetyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

47.2 g (0.20 moles) of 4-t-butyl-2,6-dimethyl-3-hydroxyphenyl acetic acid, and 0.4 ml of dry N,N-dimethylformamide are dispersed in 325 ml of dry benzene. To this slurry was added dropwise with stirring under a nitrogen atmosphere 28.5 g (17.5 ml, 0.24 moles) of thionyl chloride at ambient temperature. The reaction mixture was allowed to stir for 16 hours, then evaporated under reduced pressure, yielding an orange-colored solid, which proved by analysis to be the desired acid chloride. The residue was dissolved in 500 ml of benzene, analyzed for chloride ion and used for subsequent reactions in solution.

Aufarbeitung

  1. additionTo this slurry was added dropwise
  2. customevaporated under reduced pressure
  3. customyielding an orange-colored solid, which

Quellen und Nachweise

ORD-Eintrag
ord-804c36ed1b3f47bfb254abbecebbe51e
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04075161

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