Anisole → HCID 20235885, compound

HRID 64915Notes

Reaction equation

HRID 64915 reaction equation
[CH3:1][N:2]1[CH2:6][CH:5]([CH2:7][CH2:8][CH:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[NH:4][C:3]1=O.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21].C1(OC)C=CC=CC=1>C1(C)C=CC=CC=1>[CH3:1][N:2]1[CH2:6][CH:5]([CH2:7][CH2:8][CH:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[NH:4][C:3]1=[S:21]

Participants

5

Reactant 3

HCID 7519AnisoleHCID 14817Phosphorus sulfide (P2S5)HCID 202358881-Methyl-2-oxo-4-(3-acetoxy-octyl)-imidazolidine

Product 1

HCID 20235885HCID 20235885, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

2.5 g (9.2 mmol) of 1-methyl-2-oxo-4-(3-acetoxyoctyl)-imidazolidine (Example 11) are dissolved in 80 ml of absolute toluene, 10 g of beach sand are added and the mixture is warmed to 90° C., with stirring. 2.50 g of P4S10.anisole are then added and stirring is continued at 90° C. for 2 hours. The reaction mixture is filtered, the residue on the filter is washed with toluene and the toluene phase is concentrated. The residue is chromatographed on silica gel in cyclohexane/ethyl acetate 1:1.

Workup

  1. addition10 g of beach sand are added
  2. stirringstirring
  3. filtrationThe reaction mixture is filtered
  4. washthe residue on the filter is washed with toluene
  5. concentrationthe toluene phase is concentrated
  6. customThe residue is chromatographed on silica gel in cyclohexane/ethyl acetate 1:1

Sources & evidence

ORD record
ord-9629256dfee74848a9fbebc6d755a4f9
Source dataset
uspto-grants-1986_09
Patent number
US04610999

Reaction notes

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