Water → HCID 22641104, compound

HRID 2415243Notes

Reaction equation

HRID 2415243 reaction equation
C(OC1[CH:10]=[CH:9][C:8]([C:11]#[C:12][Se:13][C:14]2[CH:23]=[CH:22][C:21]3[C:20]([CH3:25])([CH3:24])[CH2:19][CH2:18][C:17]([CH3:27])([CH3:26])[C:16]=3[CH:15]=2)=[CH:7][CH:6]=1)(=O)C.[C:28](=[O:31])([O-])[O-].[K+].[K+].[CH2:34](OCC)C.O>CO>[CH3:34][C:23]1[C:14]([Se:13][C:12]#[C:11][C:8]2[CH:9]=[CH:10][C:28]([OH:31])=[CH:6][CH:7]=2)=[CH:15][C:16]2[C:17]([CH3:27])([CH3:26])[CH2:18][CH2:19][C:20]([CH3:25])([CH3:24])[C:21]=2[CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 22641098HCID 22641098, compound

Product 1

HCID 22641104HCID 22641104, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-napthylselanylethynyl)phenyl acetate (500 mg, 1.1 mmol) and potassium carbonate (160 mg, 1.1 mmol) in methanol (20 ml) is stirred for 24 h at room temperature and is then treated with ethyl ether and water. The organic phase is washed twice with water, dried over anhydrous magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C. The product is purified on a column of silica (ethyl acetate 20/heptane 80). 300 mg (66%) of a clear oil are obtained.

Workup

  1. washThe organic phase is washed twice with water
  2. dry with materialdried over anhydrous magnesium sulphate
  3. concentrationconcentrated on a rotary evaporator under vacuum at 40° C
  4. customThe product is purified on a column of silica (ethyl acetate 20/heptane 80)

Sources & evidence

ORD record
ord-964f64520ce74d1d86cee19368b42903
Source dataset
uspto-grants-2004_11
Patent number
US06818666B2

Reaction notes

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