1-Diethoxyphosphorylpropan-2-one → Phosphonic acid, (1-acetyl-9-(2-chloro-4-methoxyphenoxy)nonyl)-, diethyl ester

HRID 2051757

反応式

HRID 2051757 の反応式
[H-].[Li+].[CH2:3]([P:7](=[O:14])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])[C:4]([CH3:6])=[O:5].[Cl:15][C:16]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:17]=1[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]I>>[C:4]([CH:3]([P:7](=[O:14])([O:8][CH2:9][CH3:10])[O:11][CH2:12][CH3:13])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][O:18][C:17]1[CH:28]=[CH:29][C:30]([O:32][CH3:33])=[CH:31][C:16]=1[Cl:15])(=[O:5])[CH3:6]

参加物

4

反応物 3

HCID 140281-Diethoxyphosphorylpropan-2-oneHCID 62714Lithium hydrideHCID 233473008-(2-Chloro-4-methoxyphenoxy)octyl iodide

生成物 1

HCID 5271399Phosphonic acid, (1-acetyl-9-(2-chloro-4-methoxyphenoxy)nonyl)-, diethyl ester収率 25%

実験手順

[II; Ar is 2-Cl-4-CH3OC6H3, Y is O(CH2)8, R is C2H5, R' is CH3CO] was prepared from 0.38 g of lithium hydride, 9.5 g of diethyl acetonylphosphonate and 19.4 g of 8-(2-chloro-4-methoxyphenoxy)octyl iodide according to the procedure of Example 12(b). The product was chromatographed on Florisil to give 5.67 g of diethyl [1-acetyl-9-(2-chloro-4-methoxyphenoxy)nonyl]phosphonate as a light yellow oil; MIC vs. herpes simplex type 2=12 mcg/ml. The NMR spectrum was consistent with the assigned structure.

後処理

  1. customThe product was chromatographed on Florisil

出典と根拠

ORDレコード
ord-93c1cd86511248c5b36e264148d67727
出典データセット
uspto-grants-1980_01
特許番号
US04182759

関連ノート

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