HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(Hydroxymethyl)-3,4,5,6-tetrahydrophthalimide → 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(Hydroxymethyl)-3,4,5,6-tetrahydrophthalimide | HCID 78597 | — |
| Reactant | 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid | HCID 53915596 | — |
| Product | 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid | HCID 53915596 | — |
| Product | 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate | HCID 73675573 | — |
Reaction Steps
Using the procedure of Example 9, (1R, cis, ΔZ) 2,2-dimethyl-3-(3-cycloproplymethoxy-3-oxo-propenyl)-cyclopropane-carboxylic acid and (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl) methanol were reacted to obtain (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate with a melting point of 102° C. and a specific rotation of [α]D20 =+6.5°±2° (c=0.3% in chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04833163 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-6efd580885a24988ba1180a531a849ce |
| Source note | uspto-grants-1989_05 |