Hydrochloric Acid → HCID 21102433, compound

HRID 1353199Notes

Reaction equation

HRID 1353199 reaction equation
[CH2:1]([O:3][C:4](=[O:42])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH2:13]/[CH:14]=[CH:15]/[C:16]#[C:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[C:25]/[CH:26]=[CH:27]/[CH2:28][O:29][C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH2:36][C:37]([O:39]CC)=[O:38])[CH:31]=3)=[CH:20][CH:19]=2)[CH:7]=1)[CH3:2].[OH-].[Na+].Cl.C(OCC)(=O)C>C1COCC1.C(O)C>[CH2:1]([O:3][C:4]([CH2:5][C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=1)[O:12][CH2:13]/[CH:14]=[CH:15]/[C:16]#[C:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[C:25]/[CH:26]=[CH:27]/[CH2:28][O:29][C:30]2[CH:31]=[C:32]([CH2:36][C:37]([OH:39])=[O:38])[CH:33]=[CH:34][CH:35]=2)=[CH:20][CH:19]=1)=[O:42])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 58864656HCID 58864656, compound

Product 1

HCID 21102433HCID 21102433, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (E)(E) [3-(5-{4-[5-(3-ethoxycarbonylmethyl-phenoxy)-pent-3-en-1-ynyl]-phenyl}-pent-2-en-4-ynyloxy)-phenyl]-acetic acid ethyl ester (example 21) (200 mg, 0.35 mmol) in THF (2 mL) and ethanol (6 mL) was added 1N sodium hydroxide (1 mL). After stirring at room temperature for 3 h, the reaction mixture was added 1N hydrochloride acid and ethyl acetate. The title compound was isolated by filtration of the mixture in 50 mg yield.

Sources & evidence

ORD record
ord-83c23efc080a44578dc220298e67deac
Source dataset
uspto-grants-2007_05
Patent number
US07220877B2

Reaction notes

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