HCID 53827701, compound → HCID 54292905, compound

HRID 581839Notes

Reaction equation

HRID 581839 reaction equation
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][C:10]([O:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:11])=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 53827701HCID 53827701, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 54292905HCID 54292905, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

27.0 g (0.094 mmol) of benzyl 2-(4-nitrophenoxy)acetate are dissolved in 1200 ml of methanol and hydrogenated in the presence of 5 g of rhodium-on-charcoal with hydrogen at room temperature under 3 bar. After about 2 hours, the uptake of hydrogen has ended and, after the catalyst has been filtered off with suction, the mother liquor is concentrated to dryness in vacuo. The residue is suspended in about 300 ml of methylene chloride and, after filtration, the filtrate is concentrated to dryness.

Workup

  1. filtrationafter the catalyst has been filtered off with suction
  2. concentrationthe mother liquor is concentrated to dryness in vacuo
  3. filtrationafter filtration
  4. concentrationthe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-537ff1581b5f494686c238c56e851c3e
Source dataset
uspto-grants-1999_07
Patent number
US05922717

Reaction notes

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