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

HRID 926363

반응식

HRID 926363 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-951b45902add4d0b88cbc51240449200
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284333B2

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