Water → HCID 22252726, compound

HRID 1612030Notes

Reaction equation

HRID 1612030 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[C:6]([Se:19][C:20]2[CH:30]=[CH:29][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][CH:21]=2)=[CH:7][C:8]2[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][C:12]([CH3:16])([CH3:15])[C:13]=2[CH:14]=1.[I-:31].[Na+].O.C(OCC)C>CCC(C)=O>[I:31][CH2:2][CH2:3][O:4][C:5]1[C:6]([Se:19][C:20]2[CH:30]=[CH:29][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][CH:21]=2)=[CH:7][C:8]2[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][C:12]([CH3:16])([CH3:15])[C:13]=2[CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 5238Sodium IodideHCID 22252745HCID 22252745, compound

Product 1

HCID 22252726HCID 22252726, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 200 mg (0.4 mmol) of ethyl 4-[3-(2-chloroethoxy)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthylselanyl]benzoate with 607 mg (4 mmol) of sodium iodide in MEK (4 ml) is refluxed for 12 h. The reaction medium is treated with water and ethyl ether. The organic phase is washed with water, dried over magnesium sulphate and concentrated on a rotary evaporator. The oil obtained is reacted under the same conditions. 159 mg (68%) of a yellow solid are obtained. m.p.=87° C.

Workup

  1. temperatureis refluxed for 12 h
  2. washThe organic phase is washed with water
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated on a rotary evaporator
  5. customThe oil obtained
  6. customis reacted under the same conditions

Sources & evidence

ORD record
ord-cad1a14f13d44121bbbac882e812727f
Source dataset
uspto-grants-2006_01
Patent number
US06992094B1

Reaction notes

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