Diethyl Ether → HCID 66759469, compound

HRID 880362Notes

Reaction equation

HRID 880362 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[C:16]([O:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=3)=[CH:15][C:14]([O:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH3:33])=[CH:13][C:12]=2[O:34][CH2:35][O:36][CH2:37][CH2:38][O:39][CH3:40])[O:8][N:7]=1)=[O:5])C.[OH-].[K+:42].CCOCC>C(O)C>[CH3:40][O:39][CH2:38][CH2:37][O:36][CH2:35][O:34][C:12]1[CH:13]=[C:14]([O:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH3:33])[CH:15]=[C:16]([O:17][C:18]2[CH:19]=[CH:20][C:21]([N+:24]([O-:26])=[O:25])=[CH:22][CH:23]=2)[C:11]=1[C:9]1[O:8][N:7]=[C:6]([C:4]([O-:5])=[O:3])[CH:10]=1.[K+:42]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 14797Potassium HydroxideHCID 66758778HCID 66758778, compound

Product 1

HCID 66759469HCID 66759469, compoundYield 77.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a stirred solution of 5-{2,4-bis[(2-methoxyethoxy)methoxy]-6-(4-nitrophenoxy)phenyl}isoxazole-3-carboxylic acid ethyl ester (15.6 g., 27.7 mmol) in ethanol (75 mL) was added a solution of 1 M KOH (55.5 mL, 55 mmol, 2 eq.) in ethanol at room temperature. After stirring overnight, the precipitate was collected and washed with a small volume of ethanol, then with ether to provide the title compound (12.3 g, 77% yield).

Workup

  1. customthe precipitate was collected
  2. washwashed with a small volume of ethanol

Sources & evidence

ORD record
ord-b4935fe67607428e87701a5496d51a34
Source dataset
uspto-grants-2015_03
Patent number
US08993556B2

Reaction notes

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