Sodium Hydroxide → HCID 86761203, compound

HRID 1163320Notes

Reaction equation

HRID 1163320 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]([CH2:21][C:22]2[CH:42]=[CH:41][C:25]([CH2:26][O:27][C:28]3[CH:40]=[CH:39][C:31]4[CH:32]([CH2:35][C:36]([OH:38])=[O:37])[CH2:33][O:34][C:30]=4[CH:29]=3)=[CH:24][CH:23]=2)[C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].[Cl-].[Ca+2:46].[Cl-]>CO.O>[C:1]1([CH2:7][CH2:8][N:9]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([CH2:26][O:27][C:28]3[CH:40]=[CH:39][C:31]4[CH:32]([CH2:35][C:36]([O-:38])=[O:37])[CH2:33][O:34][C:30]=4[CH:29]=3)=[CH:41][CH:42]=2)[C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Ca+2:46].[C:1]1([CH2:7][CH2:8][N:9]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([CH2:26][O:27][C:28]3[CH:40]=[CH:39][C:31]4[CH:32]([CH2:35][C:36]([O-:38])=[O:37])[CH2:33][O:34][C:30]=4[CH:29]=3)=[CH:41][CH:42]=2)[C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 5284359Calcium ChlorideHCID 23111712HCID 23111712, compound

Product 1

HCID 86761203HCID 86761203, compoundYield 81.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of {6-[(4-{[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl}benzyl)oxy]-2,3-dihydro-1-benzofuran-3-yl}acetic acid (0.541 g, 0.938 mmol) in methanol (5 mL) was added 2 M aqueous sodium hydroxide solution (1 mL), and the mixture was concentrated under reduced pressure. Water (50 mL) and methanol (20 mL) were added to the obtained residue, and a solution of calcium chloride (0.111 g, 1.00 mmol) in water (5 mL) was added thereto. The mixture was concentrated under reduced pressure, and the precipitated solid was collected by filtration and washed with water to give the title compound (0.454 g, yield 81%) as a pale-yellow amorphous solid.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. additionWater (50 mL) and methanol (20 mL) were added to the obtained residue
  3. concentrationThe mixture was concentrated under reduced pressure
  4. filtrationthe precipitated solid was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-2f71c7f7dfa04d3ca448a6cd275a2107
Source dataset
uspto-grants-2010_10
Patent number
US07820837B2

Reaction notes

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