Ethyl 2'-chloro-4-biphenylylglyoxylate → Ethyl 2'-chloro-4-biphenylylglycolate

HRID 267371Notes

Reaction equation

HRID 267371 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:10][CH:9]=1.[H][H]>[Pt]=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([OH:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 21556138Ethyl 2'-chloro-4-biphenylylglyoxylateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21556089Ethyl 2'-chloro-4-biphenylylglycolate

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

Into a Paar hydrogenation bottle is added 41.5 g. (0.144 mole) of ethyl 2'-chloro-4-biphenylylglyoxylate, 2 ml. of 0.1 M-ferrous sulfate solution, 220 ml. of isopropionyl and 1.0 g. of 85.1% platinum oxide. The mixture is shaken for 2 hours at room temperature with hydrogen gas until 0.144 mole of hydrogen is absorbed. The catalyst is then filtered off and the solution is evaporated in vacuo and the residue fractionally distilled to obtain ethyl 2'-chloro-4-biphenylylglycolate.

Workup

  1. additionInto a Paar hydrogenation bottle is added 41.5 g
  2. customis absorbed
  3. filtrationThe catalyst is then filtered off
  4. customthe solution is evaporated in vacuo
  5. distillationthe residue fractionally distilled

Sources & evidence

ORD record
ord-e4821f4c62e54200a7ddafa86f96b818
Source dataset
uspto-grants-1976_03
Patent number
US03941821

Reaction notes

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