HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253129Generated: October 31, 2026
N-methyl-2-pyrrolidone → [(1-Chloro-3,3,4-trimethylpent-1-en-2-yl)oxy]benzene
https://huagongshe.com/reaction/1253129
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Phenolate Sodium | HCID 4445035 | — |
| Reactant | 1,1-Dichloro-3,3,4-trimethylpent-1-ene | HCID 13295224 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [(1-Chloro-3,3,4-trimethylpent-1-en-2-yl)oxy]benzene | HCID 54514707 | 71% |
Reaction Steps
487 g of sodium phenolate are introduced into 1.6 liters of N-methylpyrrolidone at about 100° C., and dissolved by heating the mixture to 200° C. 360 g (2 mols) of 1,1-dichloro-3,3,4-trimethyl-pent-1-ene are added dropwise in the course of 3 hours at a rate such that the temperature of the reaction mixture does not fall below 195° C. Thereafter, the mixture is heated at 200°-210° C. for 8 hours. Working-up is carried out by diluting the solution with methylene chloride and extracting it by shaking withh dilute sodium hydroxide solution. After drying and stripping off the solvent, 406 g of crude product remain, this product being distilled at 105°-120° C./0.1 mbar. 337 g (71% of theory) of 1-chloro-2-phenoxy-3,3,4-trimethyl-pent-1-ene are obtained. ##STR18##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04747869 |
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| Source dataset | uspto-grants-1988_05 |
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| ORD ID | ord-35e6bdee1bb34e1aa34a6016da6887ce |
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| Source note | uspto-grants-1988_05 |
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