HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479812Generated: October 31, 2026
Sodium Hydroxide → 2-[(4-Chlorophenyl)sulfonyl-methyl-amino]prop-2-enoic acid
https://huagongshe.com/reaction/1479812
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | methyl (2S)-2-[(4-chlorophenyl)sulfonyl-methyl-amino]-3-hydroxy-propanoate | HCID 131736583 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-[(4-Chlorophenyl)sulfonyl-methyl-amino]prop-2-enoic acid | HCID 131736584 | 62% |
Reaction Steps
A solution of 3C (8.5 g, 27.6 mmol) in dioxane (20 mL) was added with 20% NaOH aq. solution (30 mL) and the mixture heated at 80° C. for 5 h. The organic solvent was removed under reduced pressure and the aqueous phase acidified with 10% HCl and extracted with CH2Cl2 (3×50 mL). The combined organic phases were dried over Na2SO4 and evaporated under reduced pressure to afford 4C as a pale yellow deliquescent solid (4.3 g, 62% yield). 1HNMR (DMSO, 200 MHz) δ 2.91 (s, 3H), 5.58 (s, 1H), 6.09 (s, 1H), 7.72-7.60 (m, 4H), 13.05 (bs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409864B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-c5c9e693063f4525a9d7bd62c99e63d6 |
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| Source note | uspto-grants-2016_08 |
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