HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485711Generated: October 31, 2026
Dicyclohexylcarbodiimide → HCID 53910544, compound
https://huagongshe.com/reaction/485711
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | (2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile | HCID 9837437 | — |
| Reactant | HCID 86740270 | HCID 86740270 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53910544 | HCID 53910544 | 41.4% |
Reaction Steps
A mixture of 1.3 g of dicyclohexylcarbodiimide and 30 mg of 4-dimethylamino-pyridine in 15 ml of dichloromethane were added to a solution of 1.5 g of the product of Step E, 1.42 g of (S)α-cyano-3-phenoxy-benzyl alcohol and 30 ml of dichloromethane and the mixture was stirred at 20° C. for 18 hours and was filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was chromatographed over silica gel. Elution with a 4-1 hexane-ethyl acetate mixture yielded 1.16 g of (S)α-cyano-3-phenoxy-benzyl (1R,trans) 2,2-dimethyl-3-(3-ethoxycarbonyl-1,2-butadienyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =+35° (chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04537897 |
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| Source dataset | uspto-grants-1985_08 |
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| ORD ID | ord-e359560606bf43e397b13f2f872ed2d4 |
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| Source note | uspto-grants-1985_08 |
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