HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677252Generated: October 25, 2026
Methyl iodide → 1-Chloro-4-isopropyl-2-methoxybenzene
https://huagongshe.com/reaction/1677252
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-3-isopropylphenol | HCID 18327844 | — |
| Reactant | 2-Chloro-5-isopropylphenol | HCID 59596487 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Chloro-4-isopropyl-2-methoxybenzene | HCID 58928056 | — |
| Product | 1-Chloro-2-isopropyl-4-methoxy-benzene | HCID 58977025 | — |
Reaction Steps
To a solution of 2-chloro-5-isopropyl-phenol and 4-chloro-3-isopropyl-phenol from step 1 (8.694 g, 47.1 mmol) in 50 mL DMF was added K2CO3. Iodomethane (3.5 mL, 56.5 mmol) was added and the mixture was warmed to 50° C. After 4 hours H2O was added. The mixture was extracted with ethyl acetate, washed with H2O, washed and washed with brine. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo to give 1-chloro-4-isopropyl-2-methoxy-benzene and 1-chloro-2-isopropyl-4-methoxy-benzene (9.289 g) as a 7:3 inseparable mixture in the form of a pale yellow oil, which was used directly in the following step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008313B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-e306fe0d43dd44a3a92cf67d3ee96da1 |
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| Source note | uspto-grants-2011_08 |
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