Water → HCID 22222987, compound
Reaction equation
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH:12]=[CH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OO)(=[O:18])C.O>C(Cl)Cl>[CH2:1]([O:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH:13]2[CH:12]([O:18]2)[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A 500 mL round bottom flask equipped with a stirring bar was charged with 13.1g (0.065 mol) 3-benzoxymethylcyclohexene, and 100 mL of methylene chloride. Peracetic acid (15.5 g, 35 wt. % in acetic acid; 0.065 mol) in methylene chloride (80 mL) was added dropwise to the above mixture over 30 min. in an ice bath. After the above mixture was reacted at room temperature for 24 hrs, 250 mL of water was added to the above reaction mixture, the water layer was extracted with methylene chloride (2×150 mL), the organic layer was combined, and 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 distilled to give pure product.
Workup
- customA 500 mL round bottom flask equipped with a stirring bar
- customAfter the above mixture was reacted at room temperature for 24 hrs
- extractionthe water layer was extracted with methylene chloride (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
- distillationthe residue distilled
- customto give pure product
Sources & evidence
- ORD record
- ord-97cb55db704947b4b1ee0754df89125b
- Source dataset
- uspto-grants-2006_03
- Patent number
- US07018559B2
Reaction notes
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