Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | HCID 86644095 | HCID 86644095 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68478165 | HCID 68478165 | 77% |
Reaction Steps
To a stirred solution of diethyl 2-(2-benzthiazolyl)phenoxymethylphosphonate (0.2 g, 0.53 mmol) dissolved in dry dichloromethane (2.7 ml) under an atmosphere of nitrogen was added trimethylsilyl iodide (0.31 ml). The red solution was stirred for 2 h then methanol (4.3 ml) was added. After 2 h the solvent was removed under reduced pressure and then water (3.5 ml) was added to the residue. The mixture was concentrated under reduced pressure. Water (2 ml) was added and the mixture was concentrated under reduced pressure. This was repeated four times. The residue was washed finally with water then acetone to give 2-(2-benzthiazolyl)phenoxymethylphosphonic acid (0.13 g, 77%) δH (270 MHz, DMSO) 8.43 (1H, d, J 8 Hz), 8.04 (2H, m), 7.53 (2H, m), 7.44 (2H, m), 7.21 (1H, t, J 8 Hz), 4.4 (2H, d, J 12 Hz), δP (109.7 MHz, DMSO) 14.4
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513219B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-016a5fe8a5124c17835bb78e45aedcc8 |
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| Source note | uspto-grants-2013_08 |
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