Sodium Hydroxide → HCID 12044739, compound

HRID 24267Notes

Reaction equation

HRID 24267 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][O:20][C:21]3([CH3:24])[CH2:23][CH2:22]3)=[C:15]([CH:25]([CH3:27])[CH3:26])[CH:14]=2)=[CH:7][CH:6]=1.[OH-].[Na+]>C(O)C.O1CCCC1>[CH:25]([C:15]1[CH:14]=[C:13]([C:12]#[C:11][C:8]2[CH:7]=[CH:6][C:5]([CH2:4][C:3]([OH:28])=[O:2])=[CH:10][CH:9]=2)[CH:18]=[CH:17][C:16]=1[CH2:19][O:20][C:21]1([CH3:24])[CH2:22][CH2:23]1)([CH3:27])[CH3:26]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86585939Methyl{4-[3-isopropyl-4-(1-methyl-cyclopropoxymethyl)-phenylethynyl)-phenyl}-acetate2×

Product 1

HCID 12044739HCID 12044739, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Using General Procedure I; a solution methyl{4-[3-isopropyl-4-(1-methyl-cyclopropoxymethyl)-phenylethynyl]-phenyl}-acetate (Compound 140, 70.0 mg, 0.19 mmol) in ethanol (3 mL) and tetrahydrofuran (3 mL) was treated with NaOH (240.0 mg, 6.0 mmols, 2.0 mL of a 3N aqueous solution) and stirred overnight at room temperature. Work-up and purification by HPLC (Partisil 10-pac, 10% H2O/CH3CN) afforded of the title compound as a colorless solid.

Workup

  1. custompurification by HPLC (Partisil 10-pac, 10% H2O/CH3CN)

Sources & evidence

ORD record
ord-56623b30ea5c44acb1731fb60eea7750
Source dataset
uspto-grants-2005_02
Patent number
US06855512B2

Reaction notes

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