Water → 1H,3H,4H-Pyrrolo[2,1-c][1,4]oxazine-8-carboxylic acid

HRID 926363

反応式

HRID 926363 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][C:10]=12)=[O:5])C.O.[OH-].[Na+]>CO>[CH2:11]1[C:10]2=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[CH:8][N:9]2[CH2:14][CH2:13][O:12]1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 897268463,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-8-carboxylic acid ethyl ester

生成物 1

HCID 825972611H,3H,4H-Pyrrolo[2,1-c][1,4]oxazine-8-carboxylic acid収率 100%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-8-carboxylic acid ethyl ester (Comp. No. 2a) (3.2 g, 16.4 mmol) in methanol (64 ml) was added water (64 ml) and sodium hydroxide (3.3 g, 82 mmol) and the mixture was stirred at reflux until complete conversion according to LC/MC (about 4 h). Approximately half of the solvents were evaporated in vacuo and the mixture was acidified with excess hydrochloric acid. The forming precipitate was filtered off, washed once with water and dried in vacuo to give 2.7 g (100%) of 3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-8-carboxylic acid as white solid. LC/MS (method 4): Rt=0.77 min; m/z=168.02 (M+H+).

後処理

  1. temperatureat reflux until complete conversion
  2. customaccording to LC/MC (about 4 h)
  3. customApproximately half of the solvents were evaporated in vacuo
  4. filtrationThe forming precipitate was filtered off
  5. washwashed once with water
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-951b45902add4d0b88cbc51240449200
出典データセット
uspto-grants-2016_03
特許番号
US09284333B2

関連ノート

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