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

HRID 381255

反応式

HRID 381255 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][CH:6]1[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3][C:2]([CH3:13])([CH3:1])[NH: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 222447204-chloro-2,2-dimethyl-3H-1,3-benzoxazine

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

A solution of 2,2-dimethyl-4-keto-1,3-benzoxazine (1.77 g, 10.0 mmol) and PCl5 (2.09 g, 10.0 mmol) in POCl3 (3.0 mL) was stirred at RT for 1 h then at 50-60° C. for 2 h. The reaction was concentrated and the product distilled (90-95° C./2-3 mm Hg) to afford 4-chloro-2,2-dimethyl-3H-1,3-benzoxazine. (0.496 g, 25%) as a clear oil: 1H NMR (CDCl3, 300 MHz, ppm) 7.58 (d, 1H), 7.48 (m, 1H), 6.97 (m, 1H), 6.94 (d, 1H), 1.63 (s, 6H).

後処理

  1. concentrationThe reaction was concentrated
  2. distillationthe product distilled (90-95° C./2-3 mm Hg)

出典と根拠

ORDレコード
ord-ead02719994342e38f90758e4574baa7
出典データセット
uspto-grants-2001_10
特許番号
US06306840B1

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