Water → HCID 131721915, compound

HRID 2289830Notes

Reaction equation

HRID 2289830 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][O:13][C:14]([CH2:16][S:17][CH2:18]C(OCCC1C=CC2C(=CC=CC=2)C=1)=O)=[O:15].COS(=O)(=O)OC.O.[F:42][P-:43]([F:48])([F:47])([F:46])([F:45])[F:44].[K+]>C(OCC)(=O)C>[F:42][P-:43]([F:48])([F:47])([F:46])([F:45])[F:44].[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][O:13][C:14]([CH2:16][SH+:17][CH3:18])=[O:15]

Participants

6

Reactant 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 23688904Potassium hexafluorophosphateHCID 53755664HCID 53755664, compound

Product 1

HCID 131721915HCID 131721915, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

2-naphthylethoxycarbonylmethyl sulfide in an amount of 24.63 g and dimethyl sulfuric acid in an amount of 13.24 g were mixed and allowed to a reaction at 80° C. for 10 hours. The reacted-mixture was then dissolved into a mixed solution of distillated water in an amount of 300 ml and ethyl acetate in an amount of 100 ml and stirred. The aqueous layer resulted was taken out, mixed with potassium hexafluorophosphate in an amount of 18.41 g and ethyl acetate in an amount of 300 ml and then stirred. The ethyl acetate layer was then washed with 100 ml of distillated water twice and mixed with anhydrous magnesium sulfate to remove water remained in the ethyl acetate layer. After evaporating ethyl acetate from the ethyl acetate layer, the residue was allowed to dry at 40° C. under reduced pressure to obtain the objective compound. The yield was 36.4 g.

Workup

  1. customallowed to a reaction at 80° C. for 10 hours
  2. customThe aqueous layer resulted
  3. stirringstirred
  4. washThe ethyl acetate layer was then washed with 100 ml of distillated water twice
  5. additionmixed with anhydrous magnesium sulfate
  6. customto remove water
  7. customAfter evaporating ethyl acetate from the ethyl acetate layer
  8. customto dry at 40° C. under reduced pressure
  9. customto obtain the objective compound

Sources & evidence

ORD record
ord-7a26d73abaf746f3b452fdb452dc2b03
Source dataset
uspto-grants-2000_07
Patent number
US06093753

Reaction notes

Loading…