HCID 69557136, compound → HCID 10272779, compound

HRID 479151Notes

Reaction equation

HRID 479151 reaction equation
C([O:3][C:4](=[O:32])/[C:5](/[O:29][CH2:30][CH3:31])=[CH:6]/[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][C:16]2[N:17]=[C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[O:19][C:20]=2[CH3:21])=[CH:9][C:8]=1[CH3:28])C>C1COCC1.CO.O>[CH2:30]([O:29]/[C:5](=[CH:6]\[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][C:16]2[N:17]=[C:18]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[O:19][C:20]=2[CH3:21])=[CH:9][C:8]=1[CH3:28])/[C:4]([OH:32])=[O:3])[CH3:31]

Participants

5

Reactant 1

HCID 69557136HCID 69557136, compound

Product 1

HCID 10272779HCID 10272779, compoundYield 91%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 0.40 g of 2Z-ethoxy-3-{2-methyl-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-acrylic acid ethyl ester in 10 ml of THF, 5 ml of MeOH and 5 ml of water was added at 22° C. 0.116 g of LiOHxH2O and stirring was continued for 2 d. The yellow solution was evaporated, the residue dissolved in 20 ml of water and the pH was adjusted to 5 using ca. 2.6 ml of 1 N aqueous HCl. The suspension was filtered, the residue washed with water and dried to give 0.34 g (91%) of the title compound as a white solid.

Workup

  1. customThe yellow solution was evaporated
  2. dissolutionthe residue dissolved in 20 ml of water
  3. filtrationThe suspension was filtered
  4. washthe residue washed with water
  5. customdried

Sources & evidence

ORD record
ord-51a735ce96cd46f4b334740a01439116
Source dataset
uspto-grants-2003_11
Patent number
US06642389B2

Reaction notes

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