HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha))-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 3-Phenoxybenzaldehyde | HCID 38284 | — |
| Reactant | 3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride | HCID 12940582 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha))- | HCID 2982 | 115% |
Reaction Steps
Sodium cyanide (0.80 g, 0.016 mole) was charged to a reaction vessel together with 25 ml of a mixture of water and tetrahydrofuran (1/1 by volume). 3-Phenoxybenzaldehyde (2.31 g, 0.012 mole) in 10 ml of water/tetrahydrofuran solution (1/1 by volume) was then added in one portion, and 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (4.4 g, 0.014 mole) was added dropwise over a 15 minute period. The reaction mixture was stirred for 2 hours at 20°, and the desired ester (6.97 g, 86% pure by glpc) was isolated as described in Example 1E. EXAMPLE 3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04299776 |
| Source dataset | uspto-grants-1981_11 |
| ORD ID | ord-653df502c4eb44a2852f90dcf41cff8b |
| Source note | uspto-grants-1981_11 |