Hydrochloric Acid → HCID 21556065, compound

HRID 267376Notes

Reaction equation

HRID 267376 reaction equation
N[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]CC)=[O:16])=[CH:10][CH:9]=1.Cl.N([O-])=[O:23].[Na+]>O>[OH:23][C:10]1[CH:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=2)[CH:13]=[CH:12][C:11]=1[CH:14]([OH:20])[C:15]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 21556032HCID 21556032, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21556065HCID 21556065, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 4.5 g. of ethyl 2'-amino-4-biphenylylglycolate supsension in 125 ml. of 80% hydrochloric acid and cooled to 0°C is added dropwise a solution of 1.2 g. of sodium nitrite in 15 ml. of water. After about 10 min., 200 ml. of 50% hydrochloric acid is added portion wise and stirred for 15 hours. The reaction mixture is then poured onto ice water and extracted with chloroform, dried over sodium sulfate and concentrated in vacuo. The residue is crystallized to obtain 3-hydroxy-4-biphenylylglycolic acid.

Workup

  1. additionis added dropwise a solution of 1.2 g
  2. additionThe reaction mixture is then poured onto ice water
  3. extractionextracted with chloroform
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue is crystallized

Sources & evidence

ORD record
ord-052791e5daf54b83946543a87f7d7208
Source dataset
uspto-grants-1976_03
Patent number
US03941821

Reaction notes

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