Ammonium Hydroxide → 6-bromo-8-methoxy-4,4-dimethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one

HRID 1278687ノート

反応式

HRID 1278687 の反応式
[CH3:1][O:2][C:3]1[C:12]2[NH:11][C:10](=[O:13])[O:9][C:8]([CH3:15])([CH3:14])[C:7]=2[CH:6]=[CH:5][CH:4]=1.C([O-])(=O)C.[Na+].[Br:21]Br.[OH-].[NH4+]>C(O)(=O)C>[Br:21][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:12]2[NH:11][C:10](=[O:13])[O:9][C:8]([CH3:15])([CH3:14])[C:7]=2[CH:6]=1

参加物

6

反応物 4

HCID 14923Ammonium HydroxideHCID 24408BromineHCID 2106172H-3,1-Benzoxazin-2-one, 1,4-dihydro-4,4-dimethyl-8-methoxy-HCID 517045Sodium Acetate

生成物 1

HCID 235096426-bromo-8-methoxy-4,4-dimethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one収率 93.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a mixture of 8-methoxy-4,4-dimethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one (2.1 g, 10.1 mmol), sodium acetate (1.5 g, 18 mmol) in acetic acid (30 mL) was added bromine (0.62 mL, 12 mmol) at ambient temperature. After 30 minutes, the solution was treated with a concentrated ammonium hydroxide solution (50 mL). The precipitate was collected on a filter and washed with water (3×20 mL) to yield 6-bromo-8-methoxy-4,4-dimethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one (2.7 g, 93%) as off-white solid: MS (ESI) m/z 286, 288 [M +H]+.

後処理

  1. customThe precipitate was collected on
  2. filtrationa filter
  3. washwashed with water (3×20 mL)

出典と根拠

ORDレコード
ord-4778dc075ee64ab093fa833b1594dd50
出典データセット
uspto-grants-2002_09
特許番号
US06444668B1

反応ノート

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