HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloroethyl chloroformate → 3-(4-Isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3h),4'-piperidine]hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | 1'-Benzyl-3-(4-isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3H), 4'-piperidine] | HCID 21961343 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3h),4'-piperidine]hydrochloride | HCID 21961353 | 81.3% |
Reaction Steps
To a solution of 1′-benzyl-3-(4-isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3H),4′-piperidine] (10.26 g, 23.34 mmol) in tetrahydrofuran (100 ml) was added α-chloroethyl chloroformate (3.76 g, 26.60 mmol) and the resulting mixture was refluxed with heating for 1 hour. The reaction mixture was cooled down to room temperature and concentrated under reduced pressure. Methanol (80 ml) was added into the resulting residue and the mixture was refluxed for 1 hour. The reaction mixture was cooled down to room temperature and concentrated under reduced pressure. The residue was crystallized from ethanol to obtain 7.32 g (81% yield) of the title compound. Melting point: >260° C. (decomposed).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479536B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-3d13394c921f491b90b526fdfb779109 |
| Source note | uspto-grants-2002_11 |