HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928689Generated: October 31, 2026
Thionyl Chloride → (2E)-3-(3,4-Difluorophenyl)-2-propenoyl chloride
https://huagongshe.com/reaction/1928689
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | trans-3,4-Difluorocinnamic acid | HCID 2733300 | — |
| Catalyst | Pyridine | HCID 1049 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (2E)-3-(3,4-Difluorophenyl)-2-propenoyl chloride | HCID 9920680 | 99.8% |
Reaction Steps
A stirred mixture of (E)-3-(3,4-difluorophenyl)-2-propenoic acid (8.2 kg), toluene (7.4 kg) and pyridine (0.18 kg) was heated to 65° C. and then thionyl chloride (7.4 kg) was added over 30 minutes. The reaction was stirred for a further 2 h 15 minutes after the addition was complete, then diluted with toluene (8.7 kg). Excess thionyl chloride, sulfur dioxide and hydrogen chloride were then distilled out, together with toluene (10 L), under reduced pressure, yielding a solution of the (E)-3-(3,4-difluorophenyl)-2-propenoyl chloride (approximately 9 kg) in toluene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183412B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-1f15c146cba24201a8ac907c2140efaa |
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| Source note | uspto-grants-2012_05 |
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