HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Diethoxyphosphorylpropan-2-one → Phosphonic acid, (1-acetyl-5-(2-chloro-4-methoxyphenoxy)pentyl)-, diethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Diethoxyphosphorylpropan-2-one | HCID 14028 | — |
| Reactant | Lithium hydride | HCID 62714 | — |
| Reactant | 2-Chloro-1-(4-iodobutoxy)-4-methoxybenzene | HCID 23347314 | — |
| Product | Phosphonic acid, (1-acetyl-5-(2-chloro-4-methoxyphenoxy)pentyl)-, diethyl ester | HCID 5271395 | 15.9% |
Reaction Steps
[II; Ar is 2-Cl-4-CH3OC6H3, Y is O(CH2)4, R is C2H5, R' is CH3CO] was prepared from 0.79 g of lithium hydride, 19.4 g of diethyl acetonylphosphonate and 34.0 g of 4-(2-chloro-4-methoxyphenoxy)butyl iodide according to the procedure of Example 12(b). The product was chromatographed on Florisil to give 6.45 g of diethyl [1-acetyl-5-(2-chloro-4-methoxyphenoxy)pentyl]phosphonate as a yellow oil; MIC vs. herpes simplex type 2=12 mcg/ml. The NMR spectrum was consistent with the assigned structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04182759 |
| Source dataset | uspto-grants-1980_01 |
| ORD ID | ord-e181f3b9828947eca25f5b1e821daae5 |
| Source note | uspto-grants-1980_01 |