HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908353Generated: October 28, 2026
Chloromethyl Methyl Ether → 1-(3-Chloromethyl-4-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester
https://huagongshe.com/reaction/1908353
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Methyl 1-(4-methoxyphenyl)-cyclopropanecarboxylate | HCID 13707544 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Solvent | Carbon Disulfide | HCID 6348 | — |
| Product | 1-(3-Chloromethyl-4-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester | HCID 59129254 | 102.2% |
Reaction Steps
To a solution of 1-(4-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester (30.0 g, 146 mmol) and MOMCl (29.1 g, 364 mmol) in CS2 (300 mL) was added TiCl4 (8.30 g, 43.5 mmol) at 5° C. The reaction mixture was heated at 30° C. for 1 d and poured into ice-water. The mixture was extracted with CH2Cl2 (150 mL×3). The combined organic extracts were evaporated under vacuum to give 1-(3-chloromethyl-4-methoxy-phenyl)-cyclopropanecarboxylic acid methyl ester (38.0 g), which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598181B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-ba472dcade3f4c29acb35e7cd68609da |
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| Source note | uspto-grants-2013_12 |
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