Hydrochloric Acid → HCID 10254887, compound

HRID 1394535Notes

Reaction equation

HRID 1394535 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]3[CH:11]=[CH:12][C:13]([Se:21][C:22]#[C:23][C:24]4[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=4)=[CH:14][C:15]=3[C:16]([CH3:20])([CH3:19])[CH2:17][CH:18]=2)=[CH:5][CH:4]=1.[OH-].[Na+].Cl>O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:10]3[CH:11]=[CH:12][C:13]([Se:21][C:22]#[C:23][C:24]4[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=4)=[CH:14][C:15]=3[C:16]([CH3:20])([CH3:19])[CH2:17][CH:18]=2)=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86601147HCID 86601147, compound

Product 1

HCID 10254887HCID 10254887, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.31 g (0.62 mmol) of methyl 4-[5-(4-methoxyphenyl)-8,8-dimethyl-7,8-dihydro-2-naphthylselanylethynyl]benzoate is dissolved in 10 ml of tetrahydrofuran and 2 drops of water. 0.075 g (1.86 mmol) of sodium hydroxide is added. The medium is stirred for 2 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 (0.28 g; yield=94%; m.p.=167° 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 (0.28 g; yield=94%; m.p.=167° C.)

Sources & evidence

ORD record
ord-0e9ebc9488fd4a7e8efe86daa8beb310
Source dataset
uspto-grants-2008_03
Patent number
US07348449B2

Reaction notes

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