Dioxidophosphane → Ethyl p-Anisylphosphonochloridite

HRID 482638ノート

反応式

HRID 482638 の反応式
P(Cl)[Cl:2].P([O-])[O-].[CH2:7]([P:16](OCC)[O:17][CH2:18][CH3:19])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1.C(P(Cl)Cl)C1C=CC(OC)=CC=1>CCOCC>[CH2:7]([P:16]([Cl:2])[O:17][CH2:18][CH3:19])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1

参加物

6

反応物 4

HCID 12049464DioxidophosphaneHCID 13128761Phosphonous dichlorideHCID 15819877Diethyl p-anisylphosphoniteHCID 57305237p-Anisylphosphonous dichloride

生成物 1

HCID 86740664Ethyl p-Anisylphosphonochloridite

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

This and other phosphonochloridous esters were best prepared by the procedure of Steininger (Chem. Ber., 1962, 95, 2993) for the comproportionation of the corresponding phosphonous dichloride and phosphonite. Thus, a solution of diethyl p-anisylphosphonite (7.5 g, 36 mmol) in dry ether (20 mL) was added to a solution of p-anisylphosphonous dichloride (8.2 g, 36 mmol) in ether (75 mL) at 5° C. The solution was warmed to room temperature and stirred two hours, then concentrated and distilled (Kugelrohr) at 105°-110° C. (0.1 mmHg). Yield: 9.4 g (60%); IR (neat) 1595, 1500, 1255, 1095, 1025, 930, 824 cm-1 ; 1H NMR (CDCl3) δ7.9-7.5 (m, 2H), 8.1-7.8 (m, 2H), 4.0 (m, 2H), 3.82, (s, 3H), 1.30 (t, J=7 Hz, 3H); 31P NMR (CDCl3) δ177.2 (ca. 90%).

後処理

  1. concentrationconcentrated
  2. distillationdistilled (Kugelrohr) at 105°-110° C. (0.1 mmHg)

出典と根拠

ORDレコード
ord-26880786b267476ca9a8fa67f8f299be
出典データセット
uspto-grants-1986_03
特許番号
US04574060

反応ノート

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