Hydrochloric Acid → HCID 11755745, compound

HRID 735380Notes

Reaction equation

HRID 735380 reaction equation
[CH3:1][C:2]1([CH3:34])[C:11]2[CH:10]=[C:9]([Se:12][C:13]#[C:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[C:17]([O:25][CH3:26])[CH:16]=3)[CH:8]=[CH:7][C:6]=2[C:5]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)=[CH:4][CH2:3]1.[OH-].[Na+].Cl>O1CCCC1.O>[CH3:1][C:2]1([CH3:34])[C:11]2[CH:10]=[C:9]([Se:12][C:13]#[C:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([OH:21])=[O:20])=[C:17]([O:25][CH3:26])[CH:16]=3)[CH:8]=[CH:7][C:6]=2[C:5]([C:27]2[CH:28]=[CH:29][C:30]([CH3:33])=[CH:31][CH:32]=2)=[CH:4][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86601145HCID 86601145, compound

Product 1

HCID 11755745HCID 11755745, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.55 g (1.1 mmol) of methyl 4-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthylselanylethynyl)-2-methoxybenzoate is dissolved in 15 ml of tetrahydrofuran and 2 drops of water. 0.26 g (6.4 mmol) of sodium hydroxide is added. The medium is stirred for 15 hours, acidified with 2N hydrochloric acid solution and then extracted with ethyl acetate. The solid obtained is purified by chromatography (eluent: 3/7 heptane/ethyl acetate). A white solid is obtained (0.53 g; yield=99%; m.p.=150° C.).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe solid obtained
  3. customis purified by chromatography (eluent: 3/7 heptane/ethyl acetate)
  4. customA white solid is obtained (0.53 g; yield=99%; m.p.=150° C.)

Sources & evidence

ORD record
ord-c176f090f2e546e18da6615dff89db4b
Source dataset
uspto-grants-2009_09
Patent number
US07592478B2

Reaction notes

Loading…