Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 53929887 | HCID 53929887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53955981 | HCID 53955981 | 25.7% |
Reaction Steps
To a mixture of (S)-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ol (1.00 g), phthalimide (0.77 g), and triphenylphosphine (1.36 g) in dry tetrahydrofuran, was added dropwise a solution of diethyl azodicarboxylate (0.91 g) in dry tetrahydrofuran (3 ml) at 26° C.~33° C. The mixture was stirred at ambient temperature for 2 days. The solvent was evaporated in vacuo. Diethyl ether (30 ml) was added to the residue and the mixture was stirred and the resulting precipitates (triphenyl phosphinoxide) were removed by filtration. The filtrate was evaporated in vacuo. The residue was purified by column chromatography (silica gel, n-hexane:ethyl acetate=5:1) to give (R)-N-(3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)phthalimide as a white powder (0.43 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05387710 |
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| Source dataset | uspto-grants-1995_02 |
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| ORD ID | ord-9e26ad224ae246c18d78eacf9e69e79c |
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| Source note | uspto-grants-1995_02 |
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