Morpholine → 4-[4-(Methylthio)benzoyl]morpholine

HRID 268601

반응식

HRID 268601 반응식
[CH3:1][S:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1.Cl.CN(C)CCN=C=NCC.[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>C1COCC1>[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[O:9])=[CH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 832304-(Methylthio)benzoic acidHCID 57494384N-[2-(dimethylamino)ethyl]-N'-ethylcarbodiimide hydrochloride

생성물 1

HCID 255722614-[4-(Methylthio)benzoyl]morpholine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 4-(methylthio)benzoic acid (6.76 g, 40.2 mmol) and N-[2-(dimethylamino)ethyl]-N′-ethylcarbodiimide hydrochloride (9.24 g, 48.2 mmol) in THF (100 mL) was added morpholine (4.2 mL, 48.2 mmol). After stirring for 2 hours, the reaction was concentrated in vacuo and the residue partitioned between ethyl acetate (100 mL) and 2M hydrochloric acid (150 mL). The organic phase was separated, washed with 1M aqueous sodium carbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound LC retention time 3.52 mins MS m/z 238 (MH+).

후처리

  1. concentrationthe reaction was concentrated in vacuo
  2. customthe residue partitioned between ethyl acetate (100 mL) and 2M hydrochloric acid (150 mL)
  3. customThe organic phase was separated
  4. washwashed with 1M aqueous sodium carbonate solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-037be1b1b0ef41ba93b21ed6ef1338dd
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446117B2

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