Phosphorus pentachloride → HCID 68568880, compound
Reaction equation
[CH3:1][C:2]12[O:11][CH:8]([CH2:9][CH2:10]1)[CH:7]1[CH:3]2[C:4](=[O:13])[CH2:5][C:6]1=O.P(Cl)(Cl)(Cl)(Cl)[Cl:15]>C(Cl)(Cl)Cl>[Cl:15][C:6]1[CH:7]2[CH:3]([C:2]3([CH3:1])[O:11][CH:8]2[CH2:9][CH2:10]3)[C:4](=[O:13])[CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1-methyl-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (3 g, 16.6 mmol) in chloroform (8 ml) is added PCl5 portionwise. The reaction mixture is stirred and heated at reflux for 5 hours. The reaction mixture is evaporated to dryness The crude product is purified by flash chromatography on silica gel to give 5-chloro-1-methyl-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (1.39 g).
Workup
- temperatureheated
- temperatureat reflux for 5 hours
- customThe reaction mixture is evaporated to dryness The crude product
- customis purified by flash chromatography on silica gel
Sources & evidence
- ORD record
- ord-d4c209656121418b9e37ee965c078d8b
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08530667B2
Reaction notes
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