Water → HCID 21019138, compound

HRID 1744722Notes

Reaction equation

HRID 1744722 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:7][O:6][P:5](=[O:16])([O:8][CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH:12]=[CH:11]2)[O:4][CH2:3]1.C(OO)(=[O:20])C.O>C(Cl)Cl>[CH3:1][C:2]1([CH3:17])[CH2:3][O:4][P:5](=[O:16])([O:8][CH2:9][CH:10]2[CH2:15][CH2:14][CH:13]3[CH:12]([O:20]3)[CH2:11]2)[O:6][CH2:7]1

Participants

5

Reactant 3

HCID 962WaterHCID 6585Peracetic AcidHCID 22222978HCID 22222978, compound

Product 1

HCID 21019138HCID 21019138, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 500 mL round bottom flask equipped with a stirrer bar was charged with 15.5 g (0.058 mol) 3-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanoxymethyl)-1-cyclohexene, and 100 mL of methylene chloride. Peracetic acid (13.76 g, 35 wt. % in acetic acid; 0.058 mol) in methylene chloride (60 mL) was added dropwise to above mixture over 20 min. in an ice bath. After the above mixture was reacted at room temperature overnight, 100 mL of water was added to above reaction mixture, the water layer was extracted with methylene chloride (2×100 mL), the organic layer was combined, and washed with saturated sodium carbonate solution (2×100 mL), then with water (2×100 mL), dried with sodium sulfate. The solvent was evaporated and the residue distilled to give pure product.

Workup

  1. customA 500 mL round bottom flask equipped with a stirrer bar
  2. customAfter the above mixture was reacted at room temperature overnight
  3. extractionthe water layer was extracted with methylene chloride (2×100 mL)
  4. washwashed with saturated sodium carbonate solution (2×100 mL)
  5. dry with materialwith water (2×100 mL), dried with sodium sulfate
  6. customThe solvent was evaporated
  7. distillationthe residue distilled
  8. customto give pure product

Sources & evidence

ORD record
ord-d97466e4e19b4512a38601257b1954cc
Source dataset
uspto-grants-2006_03
Patent number
US07018559B2

Reaction notes

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