Phosphorus pentachloride → 4-chloro-2,2-dimethyl-2H-1,3-benzoxazine

HRID 869888

反応式

HRID 869888 の反応式
[CH3:1][C:2]1([CH3:13])[NH:7][C:6](=O)[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3]1.P(Cl)(Cl)(Cl)(Cl)[Cl:15]>O=P(Cl)(Cl)Cl>[Cl:15][C:6]1[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3][C:2]([CH3:13])([CH3:1])[N:7]=1

参加物

4

反応物 2

HCID 24819Phosphorus pentachlorideHCID 7174282,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

生成物 1

HCID 6020844-chloro-2,2-dimethyl-2H-1,3-benzoxazine収率 45.6%

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

To a solution of 2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one (100 g, 0.56 mol) in POCl3 (500 mL) was added PCl5 (170 g, 0.84 mol) at the room temperature. The mixture was hearted at 60° C. overnight. The solvent was removed by distillation under atmospheric pressure and the residue was distilled under reduced pressure (85-86° C., 2.5 mmHg) to give 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine (50 g, 45%). 1H NMR (400 MHz, CDCl3) δ 7.55 (dd, J=1.6, 8.4 Hz, 1H), 7.38 (dt, J=1.6, 8.0 Hz 1H), 6.95 (t, J=6.8 Hz 1H), 6.79 (d, J=8.0 Hz 1H), 1.61 (s, 6H).

後処理

  1. customThe solvent was removed by distillation under atmospheric pressure
  2. distillationthe residue was distilled under reduced pressure (85-86° C., 2.5 mmHg)

出典と根拠

ORDレコード
ord-4857b9b6235b44c7b9163ae60a5786b1
出典データセット
uspto-grants-2015_03
特許番号
US08969386B2

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