HCID 21437916, compound → HCID 21437913, compound

HRID 2397410Notes

Reaction equation

HRID 2397410 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][C:13]([CH:16]([OH:22])[CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[CH:12][CH:11]=1)([O-])=O>CO.[Pt](=O)=O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][C:13]([CH:16]([OH:22])[CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[CH:12][CH:11]=1

Participants

4

Reactant 1

HCID 21437916HCID 21437916, compound

Product 1

HCID 21437913HCID 21437913, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

6 gm (0.02 mol) of 4-(2'-nitro-4-biphenylyl)-4 -hydroxy-butyric acid (m.p. 114°-115° C.) were hydrogenated in 60 ml of methanol in the presence of 0.6 gm of platinum dioxide as a catalyst, at room temperature and atmospheric pressure. After absorption of the calculated quantity of hydrogen, the catalyst was vacuum-filtered off, and the solvent was distilled off. The residue, which solidified after some time, was recrystallized from methanol, yielding 4-(2' -amino-4-biphenylyl)-4-hydroxy-butyric acid, m.p. 102°-103° C. Melting point of the cyclohexylamine salt: 157°-158° C. (decomp,; precipitated from ethyl acetate and recrystallized from ethyl acetate/isopropanol).

Workup

  1. customAfter absorption of the calculated quantity of hydrogen
  2. filtrationthe catalyst was vacuum-filtered off
  3. distillationthe solvent was distilled off
  4. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-5ed3993c6ac7476eb28f99b467e4b1b2
Source dataset
uspto-grants-1977_05
Patent number
US04021479

Reaction notes

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