Sodium Hydroxide → HCID 86595623, compound

HRID 1160430Notes

Reaction equation

HRID 1160430 reaction equation
C([O:4][C:5](=[O:62])[C@@H:6]([O:59][CH2:60][CH3:61])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][O:33][C:34]4[CH:39]=[CH:38][C:37]([CH2:40][C@H:41]([O:48][CH2:49][CH3:50])[C:42]([O:44]C(C)C)=[O:43])=[CH:36][CH:35]=4)=[CH:26][C:25]=3[C:51]([F:54])([F:53])[F:52])=[C:20]([C:55]([F:58])([F:57])[F:56])[CH:19]=2)=[CH:10][CH:9]=1)(C)C.[OH-].[Na+]>C(O)C>[C:5]([C@@H:6]([O:59][CH2:60][CH3:61])[CH2:7][C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][O:33][C:34]4[CH:39]=[CH:38][C:37]([CH2:40][C@H:41]([O:48][CH2:49][CH3:50])[C:42]([OH:44])=[O:43])=[CH:36][CH:35]=4)=[CH:26][C:25]=3[C:51]([F:54])([F:53])[F:52])=[C:20]([C:55]([F:56])([F:58])[F:57])[CH:19]=2)=[CH:12][CH:13]=1)([OH:62])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86595622HCID 86595622, compound

Product 1

HCID 86595623HCID 86595623, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (S,S)-2-ethoxy-3-{4-[3-(4′-{3-[4-(2-ethoxy-2-isopropoxycarbonyl-ethyl)-phenoxy]-propyl}-2,2′-bis-trifluoromethyl-biphenyl-4-yl)-propoxy]-phenyl}-propionic acid isopropyl ester (example 13) in ethanol (4 ml) was added 1 N NaOH (0.6 ml) at room temperature. The reaction was stirred for 48 hours at room temperature and evaporated. The residue was treated with 1 N HCl and extracted with methylene chloride (2×15 ml). The combined organic phases were dried and evaporated to give the title compound in 105 mg (78%) yield.

Workup

  1. customevaporated
  2. additionThe residue was treated with 1 N HCl
  3. extractionextracted with methylene chloride (2×15 ml)
  4. customThe combined organic phases were dried
  5. customevaporated

Sources & evidence

ORD record
ord-1aa14ed4475447e091b1d660ed740993
Source dataset
uspto-grants-2010_10
Patent number
US07816385B2

Reaction notes

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