Morpholine → N-(2-methoxy-6-nitrophenyl)-2-morpholin-4-ylacetamide

HRID 1095384

반응식

HRID 1095384 반응식
Br[CH2:2][C:3]([NH:5][C:6]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:7]=1[O:15][CH3:16])=[O:4].[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>C1COCC1>[CH3:16][O:15][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([N+:12]([O-:14])=[O:13])[C:6]=1[NH:5][C:3](=[O:4])[CH2:2][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 574360272-bromo-N-(2-methoxy-6-nitrophenyl)acetamide

생성물 1

HCID 57436028N-(2-methoxy-6-nitrophenyl)-2-morpholin-4-ylacetamide수율 75.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-bromo-N-(2-methoxy-6-nitrophenyl)acetamide (Step 1, 8.8 g, 30 mmol) in THF (240 mL) was added morpholin (11 mL, 122 mmol) at 0° C. and warmed to rt. After 2.5 h, the reaction mixture was quenched by addition of water (200 mL) and extracted with ethyl acetate (200 mL×2). The combined organic layers were washed with water (200 mL), brine (100 mL) dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (2/1) to afford 6.7 g (75%) of the title compound.

후처리

  1. customthe reaction mixture was quenched by addition of water (200 mL)
  2. extractionextracted with ethyl acetate (200 mL×2)
  3. washThe combined organic layers were washed with water (200 mL), brine (100 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (2/1)

출처 및 근거

ORD 기록
ord-184fbfc0ca2f49c98231e4027798ca7a
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138177B2

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