Hydrogen Bromide → 3-Bromo-4-cyclohexylphenylglyoxylic acid

HRID 26553

Reaktionsgleichung

Reaktionsgleichung von HRID 26553
N[C:2]1[CH:3]=[C:4]([C:14](=[O:20])[C:15]([O:17]CC)=[O:16])[CH:5]=[CH:6][C:7]=1[CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[BrH:21].N([O-])=O.[Na+]>O>[Br:21][C:2]1[CH:3]=[C:4]([C:14](=[O:20])[C:15]([OH:17])=[O:16])[CH:5]=[CH:6][C:7]=1[CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Komponenten

5

Edukt 3

HCID 260Hydrogen Bromide2×HCID 20515218Ethyl 3-amino-4-cyclohexylphenylglyoxylateHCID 23668193Sodium Nitrite

Produkt 1

HCID 205151793-Bromo-4-cyclohexylphenylglyoxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 11.1 g. (0.044 moles) of ethyl 3-amino-4-cyclohexylphenylglyoxylate suspension in 225 ml. of 40% hydrobromic acid and cooled to 0° C. is added dropwise a solution of 2.34 g. of sodium nitrite in 30 ml. of water. To this mixture is added a solution of 20 g. of cuprous bromide in 350 ml. of 40% hydrobromic acid added portion wise and stirred for 15 hours. The reaction mixture is then poured onto ice water, extracted with chloroform, dried over sodium sulfate and concentrated in vacuo. The residue is then crystallized to obtain 3-bromo-4-cyclohexylphenylglyoxylic acid.

Aufarbeitung

  1. additionis added dropwise a solution of 2.34 g
  2. additionTo this mixture is added a solution of 20 g
  3. additionThe reaction mixture is then poured onto ice water
  4. extractionextracted with chloroform
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue is then crystallized

Quellen und Nachweise

ORD-Eintrag
ord-bb566c1021da480894574cb6f8874be4
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04150148

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