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Dichloromethane → 4-((3-Bromothiophen-2-yl)methyl)morpholine

HRID 2190255
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HRID 2190255 반응식
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=O.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.C(Cl)Cl.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CCOC(C)=O>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH2:7][N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1
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참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 8083MorpholineHCID 27970793-Bromothiophene-2-carboxaldehydeHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 234378474-((3-Bromothiophen-2-yl)methyl)morpholine수율 84.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-bromothiophene-2-carbaldehyde (500 mg, 2.62 mmol) and morpholine (0.68 mL, 7.85 mmol) and CH2Cl2 (10 mL) was added sodium triacetoxyborohydride (1.11 g, 5.24 mmol). The mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (100 mL) and the organic layer was washed with brine then dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to afford the sub-title compound (580 mg, 84%).

후처리

  1. washthe organic layer was washed with brine
  2. dry with materialthen dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-5381ad921d964fcfabc70626713bb363
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08324264B1

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