Diethyl Ether → HCID 86755930, compound

HRID 366351Notes

Reaction equation

HRID 366351 reaction equation
[CH2:1]([O:3][CH:4]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][N:18]2[C:23](=[O:24])[C:22]3[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=3[O:20][CH2:19]2)=[CH:11][CH:10]=1)[C:5]([OH:7])=[O:6])[CH3:2].C[O-].[Na+:31].C(OCC)C>CO>[CH2:1]([O:3][CH:4]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH2:16][CH2:17][N:18]2[C:23](=[O:24])[C:22]3[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=3[O:20][CH2:19]2)=[CH:13][CH:14]=1)[C:5]([O-:7])=[O:6])[CH3:2].[Na+:31]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 9908133221321-72-8HCID 10942334Sodium Methoxide

Product 1

HCID 86755930HCID 86755930, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a stirred suspension of (±)-2-ethoxy-3-[4-[2-[4-oxo-3,4-dihydro-1,3-benzoxazin-3-yl]ethoxy]phenyl]propanoic acid (100 mg, 0.26 mmol), obtained in Example 3 in methanol (3 mL) was added a solution of sodium methoxide (54 mg, 1.0 mmol) in methanol (1 mL) dropwise at 30° C. The reaction mixture was stirred for further 1 h. Diethylether (5 mL) was added and the white solid precipitated was filtered and dried to afford the title compound (85 mg, 80%): mp 186-188° C.

Workup

  1. customthe white solid precipitated
  2. filtrationwas filtered
  3. customdried

Sources & evidence

ORD record
ord-ba04dac3b23a40aeab7053ae1757efff
Source dataset
uspto-grants-2000_10
Patent number
US06130214

Reaction notes

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