Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 5-Phenyl-1-pentanol | HCID 61523 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86699913 | HCID 86699913 | 188.5% |
Reaction Steps
In a four necked round bottom flask, triphosgene (22.0 g, 74.2 mmol) was dissolved in toluene (325 mL) under argon. After cooling at 0° C., pyridine (19.2 mL, 237.5 mmol) was added dropwise during 1 h and the resulting suspension stirred for 1 h at 0° C. 5-phenylpentanol (25 mL, 148.4 mmol) was added drop wise in 30 min. After stirring at rt for 16 h the solid was filtered-off and the solvent removed under vacuum yielding the title compound (31.7 g, 94%), which was used in the next step without further purification. Rf=0.75 (Cy/AcOEt 8:2). FTIR (cm−1): 3087, 3063, 3027, 2936, 2859, 1778, 1744, 1604, 1496, 1455, 1382, 1260, 1146, 1031, 941, 835, 731, 696.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353075B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-f7c9c12d545c41e597d82c173a1198be |
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| Source note | uspto-grants-2016_05 |
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