Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Chloromethyl chloroformate | HCID 62754 | — |
| Reactant | HCID 21711985 | HCID 21711985 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21711993 | HCID 21711993 | 84% |
Reaction Steps
Chloromethyl chloroformate (0.93 g, 7.2 mmol) was added to an ice-cooled solution of methylene bis(16-hydroxyhexadecanoate) (2.0 g, 3.6 mmol) in methylene chloride (80 ml). Pyridine (0.57 g, 7.2 mmol) was added and the reaction mixture was stirred for 15 minutes at 0° C. and 4 hours at room temperature The reaction mixture was washed with hydrochloric acid (1M, 50 ml) saturated aqueous sodium bicarbonate (50 ml), water (50 ml) and dried (MgSO4). The solvent was evaporated and the residue was purified by flash chromatography (silica/methylene chloride). Yield: 84% 1H NMR (200 MHz, CDCl3): δ 1.25 (m, 44H), 1.72 (m, 8H), 2.31 (t, 4H), 4.20 (t, 4H), 5.72 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06274120B1 |
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| Source dataset | uspto-grants-2001_08 |
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| ORD ID | ord-5dc25ef172524d1fac23e15544d41d22 |
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| Source note | uspto-grants-2001_08 |
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