HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyltriphenylphosphonium bromide → Ethyl 3-(2-Phenylethenyl)indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyltriphenylphosphonium bromide | HCID 2734970 | — |
| Reactant | ethyl 3-formyl-1H-indole-2-carboxylate | HCID 5107764 | — |
| Reactant | (Cyclohexylmethyl)triphenylphosphonium bromide | HCID 20068889 | — |
| Product | Ethyl 3-(2-Phenylethenyl)indole-2-carboxylate | HCID 53837799 | 73% |
Reaction Steps
Using the procedure of Example 121 but replacing the resultant compound of Example 98 with the resultant compound of Example 97 and replacing the resultant compound of Example 120 with benzyltriphenylphosphonium bromide gave the desired compound in 73% yield after silica gel chromatography using 4:1 hexane/ethyl acetate. 1H NMR (CDCl3) δ 1.49 (t,J=7 Hz,3H), 4.48 (q,J=7 Hz,2H), 7.2-7.3 (m,2H), 7.35-7.45 (m,5H), 7.60 (br d,J=8 Hz,1H), 8.07 (d,J=16 Hz,1H), 8.16 (d,J=8 Hz,1H), 8.88 (br,1H). Mass spectrum: (M+H)+ =292.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04994477 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-9fc8fd91084e422fa11a57f3d61f1d82 |
| Source note | uspto-grants-1991_02 |