Water → HCID 22222979, compound
Reaction equation
[CH:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]1.C(OO)(=[O:16])C.O>C(Cl)Cl>[C:8]1([CH2:7][CH:1]2[CH2:6][CH2:5][CH:4]3[CH:3]([O:16]3)[CH2:2]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A 500 mL round bottom flask equipped with a stirrer bar was charged with 9.55 g (0.056 mol) of (3-cyclohexen-1-ylmethyl)benzene, and 90 mL of methylene choride. Peracetic acid (17.5 g, 35 wt. % in acetic acid; 0.073 mol) in methylene chloride (70 mL) was added dropwise to the above mixture over 25 min. in an ice bath. After the above mixture was reacted at room temperature for 7 hrs., 200 mL of water was added to the above reaction mixture, the water layer was extracted with chloroform (2×150 mL). The organic layer was combined, washed with saturated sodium carbonate solution (2×150 mL), then with water (2×150 mL), and dried with sodium sulfate. The solvent was evaporated and the residue was vacuum distilled to give pure product.
Workup
- customA 500 mL round bottom flask equipped with a stirrer bar
- customAfter the above mixture was reacted at room temperature for 7 hrs
- extractionthe water layer was extracted with chloroform (2×150 mL)
- washwashed with saturated sodium carbonate solution (2×150 mL)
- dry with materialwith water (2×150 mL), and dried with sodium sulfate
- customThe solvent was evaporated
- distillationdistilled
- customto give pure product
Sources & evidence
- ORD record
- ord-2356836e645d4f7db976c26257e98263
- Source dataset
- uspto-grants-2006_03
- Patent number
- US07018559B2
Reaction notes
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