Potassium Hydroxide → 4-Butyl-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acid

HRID 349009ノート

反応式

HRID 349009 の反応式
[CH2:1]([N:5]1[C:10]2[CH:11]=[C:12]([C:15]([O:17]C)=[O:16])[CH:13]=[CH:14][C:9]=2[O:8][CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[OH-].[K+]>CO>[CH2:1]([N:5]1[C:10]2[CH:11]=[C:12]([C:15]([OH:17])=[O:16])[CH:13]=[CH:14][C:9]=2[O:8][CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 21086198Methyl 4-butyl-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate

生成物 1

HCID 210859294-Butyl-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acid収率 98.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of methyl 4-butyl-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate (412 mg) in methanol (5 mL) was added 1 M potassium hydroxide (17 mL). The mixture was stirred at room temperature for 5 h and concentrated under reduced pressure. The residue was diluted with water and washed with ethyl acetate. The aqueous layer was acidified to pH 4 with 1 N hydrochloric acid and extracted with chloroform (4×50 mL). The combined organic extracts were dried (sodium sulfate), filtered, and concentrated under reduced pressure to provide 384 mg of the title compound: ESI MS m/z 236 [M+H]+.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with water
  3. washwashed with ethyl acetate
  4. extractionextracted with chloroform (4×50 mL)
  5. dry with materialThe combined organic extracts were dried (sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5b16c352cec247b3a61c80d1f685fc6a
出典データセット
uspto-grants-2007_02
特許番号
US07176242B2

反応ノート

読み込み中…