Sodium Hydroxide → HCID 12044739, compound

HRID 1935971Notes

Reaction equation

HRID 1935971 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:16]#[C:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][C:25]([O:27]C)=[O:26])=[CH:20][CH:19]=2)[CH:7]=[CH:8][C:9]=1[CH2:10][O:11][C:12]1([CH3:15])[CH2:14][CH2:13]1)([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.O1CCCC1>[CH:1]([C:4]1[CH:5]=[C:6]([C:16]#[C:17][C:18]2[CH:19]=[CH:20][C:21]([CH2:24][C:25]([OH:27])=[O:26])=[CH:22][CH:23]=2)[CH:7]=[CH:8][C:9]=1[CH2:10][O:11][C:12]1([CH3:15])[CH2:13][CH2:14]1)([CH3:3])[CH3:2]

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-7b78922b8b754b7dbc422f46e2edfecd
Source dataset
uspto-grants-2002_05
Patent number
US06387892B1

Reaction notes

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