Methyl 3-nitro-4-(3-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate → HCID 23288716, compound

HRID 368756Notes

Reaction equation

HRID 368756 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([O:23][CH2:24][CH2:25][O:26][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][O:28]2)[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)[C:7]([O:9][CH3:10])=[O:8])([O-])=O>CO.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([O:23][CH2:24][CH2:25][O:26][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][O:28]2)[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)[C:7]([O:9][CH3:10])=[O:8]

Participants

4

Reactant 1

HCID 23288605Methyl 3-nitro-4-(3-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate

Product 1

HCID 23288716HCID 23288716, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

3.5 g of methyl 3-nitro-4-(3-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate were dissolved in methanol (100 ml), treated with 0.5 g of Ra-Ni catalyst and hydrogenated at room temperature for 1 hour. The catalyst was filtered off and the solution was concentrated on a rotary evaporator. There was thus obtained the desired methyl 3-amino-4-(3-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate as a pale yellow solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe solution was concentrated on a rotary evaporator

Sources & evidence

ORD record
ord-c7a1b64f3c1c43fa94d692af39edf6b3
Source dataset
uspto-grants-2000_10
Patent number
US06133442

Reaction notes

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