Lithium hydroxide, monohydrate → HCID 73067167, compound

HRID 2261140Notes

Reaction equation

HRID 2261140 reaction equation
C([O:3][C:4](=[O:24])[CH:5]=[CH:6][C:7]1[C:11]2[CH:12]=[C:13]([CH:16]=[C:17]3[S:21][C:20](=[O:22])[NH:19][C:18]3=[O:23])[CH:14]=[CH:15][C:10]=2[O:9][CH:8]=1)C.O[Li].O>C1COCC1.O>[O:22]=[C:20]1[NH:19][C:18](=[O:23])[C:17](=[CH:16][C:13]2[CH:14]=[CH:15][C:10]3[O:9][CH:8]=[C:7]([CH:6]=[CH:5][C:4]([OH:24])=[O:3])[C:11]=3[CH:12]=2)[S:21]1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 76552566HCID 76552566, compound

Product 1

HCID 73067167HCID 73067167, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

3-[5-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-benzofuran-3-yl]-acrylic acid ethyl ester (205 mg, 0.6 mmol) (example 71) were dissolved in THF/water 4:2. To this solution was added under stirring 81 mg (4 eq.) of LiOH.H2O. The reaction was stirred for 15 h. The solvents were evaporated, and the residue was precipitated with ether. The solid was washed with 1NHCl and dried to afford 170 mg (90%) of pure 3-[5-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-benzofuran-3-yl]-acrylic acid.

Workup

  1. additionTo this solution was added
  2. customThe solvents were evaporated
  3. customthe residue was precipitated with ether
  4. washThe solid was washed with 1NHCl and
  5. customdried

Sources & evidence

ORD record
ord-4253b416aeb14cf18790d6b1f85e5945
Source dataset
uspto-grants-2010_12
Patent number
US07846925B2

Reaction notes

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