HuagongsheHuagongshe Chemistry Print Report · For research reference only
Homoallyl bromide → Ethyl 2-methyl-2-(methylsulfonyl)hex-5-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Homoallyl bromide | HCID 21241 | — |
| Reactant | Ethyl 2-(methylsulfonyl)propanoate | HCID 10511577 | — |
| Reactant | Ethyl 2-methyl-2-(methylsulfonyl)hex-5-ynoate | HCID 86709146 | — |
| Product | Ethyl 2-methyl-2-(methylsulfonyl)hex-5-enoate | HCID 86709147 | 46% |
Reaction Steps
The title compound (8.0 g, 46%) was prepared from ethyl 2-(methylsulfonyl)propanoate (13.3 g, 74.1 mmol) and 4-bromobut-1-ene (10.0 g, 74.1 mmol) by following the procedure described for the synthesis of ethyl 2-methyl-2-(methylsulfonyl)hex-5-ynoate (Preparation 1, Step B). MS (GCMS) m/z 235 (M+1). 1H NMR (400 MHz, CHLOROFORM-d) δ1.33 (t, J=7.17 Hz, 3H) 1.63 (s, 3H) 1.91-2.08 (m, 2H) 2.13-2.29 (m, 1H) 2.32 (d, J=7.51 Hz, 1H) 3.05 (s, 3H) 4.29 (q, J=7.06 Hz, 2H) 4.95-5.16 (m, 2H) 5.67-5.93 (m, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748466B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-80dc8dfbebb548288036b941efa36042 |
| Source note | uspto-grants-2014_06 |