Hydrochloric Acid → HCID 21102435, compound

HRID 1353195Notes

Reaction equation

HRID 1353195 reaction equation
[CH3:1][O:2][C:3](=[O:36])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]#[C:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[C:22][CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][C:32]([O:34]C)=[O:33])=[CH:27][CH:26]=3)[CH:16]=2)=[CH:7][CH:6]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][O:2][C:3]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]#[C:14][C:15]2[CH:16]=[C:17]([C:21]#[C:22][CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][C:32]([OH:34])=[O:33])=[CH:27][CH:26]=3)[CH:18]=[CH:19][CH:20]=2)=[CH:7][CH:6]=1)=[O:36]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10162971HCID 10162971, compound

Product 1

HCID 21102435HCID 21102435, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of [4-(3-{3-[3-(4-methoxycarbonylmethyl-phenoxy)-prop-1-ynyl]-phenyl}-prop-2-ynyloxy)-phenyl]-acetic acid methyl ester (example 15) (200 mg, 0.42 mmol) in ethanol (3 mL) was added 1N sodium hydroxide (1.6 mmol, 1.6 mL). After stirring at room temperature for 16 h, the reaction mixture was added 1N hydrochloride acid to pH 1. The product was isolated by filtration and dried to give 100 mg (53%) of the title compound as a crystalline product.

Workup

  1. customThe product was isolated by filtration
  2. customdried

Sources & evidence

ORD record
ord-e5790649786744b0bf7466be36111a79
Source dataset
uspto-grants-2007_05
Patent number
US07220877B2

Reaction notes

Loading…