Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Chlorovaleryl chloride | HCID 74089 | — |
| Reactant | HCID 178418336 | HCID 178418336 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18690412 | HCID 18690412 | — |
Reaction Steps
10 g of 5-chlorovaleroyl chloride in 50 ml of anhydrous THF is loaded into a 250 ml three-necked flask, under a nitrogen atmosphere. The reaction medium is cooled down to -20° C. and 1.06 g of copper (I) chloride is added. Agitation is carried out for 40 minutes, then 36 ml of a 2 M solution of benzylmagnesium chloride in THF is added over 1.5 hour. Agitation is carried out for 1 hour at -20° C., then the temperature is allowed to return to 20° C. over 1.5 hour. The reaction medium is cooled down to -10° C. and 90 ml of 0.4 M hydrochloric acid is added. Agitation is carried out for 20 minutes, then the aqueous phase is extracted twice with 100 ml of MTBE. The organic phase is washed twice with 50 ml of water, dried over magnesium sulphate, filtered and concentrated. In this way, 13.5 g of sought product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06107495 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-25dad12673a846f0a2fbd76411378a98 |
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| Source note | uspto-grants-2000_08 |
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