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

HRID 1095384

反応式

HRID 1095384 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-184fbfc0ca2f49c98231e4027798ca7a
出典データセット
uspto-grants-2012_03
特許番号
US08138177B2

関連ノート

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