Nitric Acid → HCID 43137738, compound

HRID 2218406Notes

Reaction equation

HRID 2218406 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[CH:12][CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[N+:20]([O-])([OH:22])=[O:21]>S(=O)(=O)(O)O>[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[CH:12][C:11]=2[N+:20]([O-:22])=[O:21])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 16111873HCID 16111873, compound

Product 1

HCID 43137738HCID 43137738, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

Methyl 4-(2-morpholin-4-ylethoxy)benzoate (Example 206c) (30 g, 110 mmol) was dissolved in conc. sulfuric acid (70 ml) and cooled to 0° C. Nitric acid (d=1.52, 4.7 ml, 110 mmol) was added and the mixture was allowed to assume room temperature within 1 h. The reaction mixture was poured onto an ice water mixture (600 g) whereupon crystals formed. The crystals were collected by filtration and washed with water to give the pure product as a white powder (25 g, 80%).

Workup

  1. customformed
  2. filtrationThe crystals were collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-eecc73c0aa694fa18fe077bf3e45e01f
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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