関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | tert-butyl N-(3-hydroxyphenyl)carbamate | HCID 312485 | — |
| 反応物 | 1-(Pyridin-4-yl)piperidin-4-ol | HCID 23447619 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | tert-butyl N-{3-[1-(4-pyridyl)piperidin-4-yloxy]phenyl}carbamate | HCID 17915785 | 66.2% |
反応手順
Diethyl azodicarboxylate (3 ml) was added over 15 minutes to a stirred mixture of 1-(4-pyridyl)piperidin-4-ol (3.39 g), 3-(N-tert-butoxycarbonylamino)phenol (Chemical Abstracts, vol. 119, abstract 139113; PCT Patent Application WO 9306085; 3.98 g), triphenylphosphine (4.99 g) and THF (150 ml) which had been cooled to 4° C. The resultant mixture was stirred for 48 hours at ambient temperature. The solvent was evaporated and the residue was purified by column chromatography using a 9:1 mixture of methylene chloride and methanol as eluent. The resultant foam was crystallised from diethyl ether to give tert-butyl N-{3-[1-(4-pyridyl)piperidin-4-yloxy]phenyl}carbamate (4.65 g), m.p. 165-166° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07173025B1 |
|---|
| 出典データセット | uspto-grants-2007_02 |
|---|
| ORD ID | ord-824e5e37bf714049a6b5762aa95f07f4 |
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| 出典メモ | uspto-grants-2007_02 |
|---|
