HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyryl chloride → N-Pivaloyl-5-hydroxy-3,4,6-trimethylindoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | HCID 22905634 | HCID 22905634 | — |
| Reactant | HCID 22905653 | HCID 22905653 | — |
| Product | N-Pivaloyl-5-hydroxy-3,4,6-trimethylindoline | HCID 22905633 | 75% |
Reaction Steps
Treatment of indoline 10 (160 mg, 0.9 mmoI) according to a procedure similar to one used for preparing 11b, with substitution of pivaloyl chloride for isobutyryl chloride, afforded 11c (176 mg, 75% yield) as a colorless solid, mp 144°-145° C. Spectral data: 13C NMR: δ 11.7, 16.4, 19.5, 27.6, 39.9, 57.4, 117.9, 119.2, 121.9, 133.7, 136.0, 148.8, 176.0; HRMS: calcd. for C16H23NO2 261.1229, fnd. 261.1921. Anal: calcd. for C16H23NO2C, 73.53, H, 8.87, N, 5.36, fnd. C, 73.60, H, 8.91, N, 5.36.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05674876 |
| Source dataset | uspto-grants-1997_10 |
| ORD ID | ord-2d090fb36c1f49e3b3b31169360d2c2c |
| Source note | uspto-grants-1997_10 |