HCID 86679504, compound → HCID 86679505, compound

HRID 1776549Notes

Reaction equation

HRID 1776549 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:8][C:7]=2[N+:17]([O-])=O)[CH2:3][CH2:2]1>CO.O=[Pt]=O>[NH2:17][C:7]1[CH:8]=[C:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:11][C:6]=1[O:5][CH2:4][CH:1]1[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 86679504HCID 86679504, compound

Product 1

HCID 86679505HCID 86679505, compoundYield 107.6%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution of crude methyl 2-(4-(cyclopropylmethoxy)-3-nitrophenyl)acetate (theoric 4.74 mmol) in MeOH (50 ml), a catalytic amount of PtO2 was added and the mixture was hydrogenated in a Parr apparatus at 30 psi for 15 minutes. The catalyst was filtered off, and the solvent was removed to give crude methyl 2-(3-amino-4-(cyclopropylmethoxy)phenyl)acetate (1.2 g, yield considered to be quantitative, MS/ESI+ 236.0 [MH]+). This crude was used without any additional purification.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-88a4406e27e945ba8b7b4b18b186544c
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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