Benzylamine → Benzyl-(3-methoxy-4-nitro-benzyl)amine

HRID 1019752노트

반응식

HRID 1019752 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([O:12][CH3:13])[CH:4]=1.C(N(CC)CC)C.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C1COCC1>[CH2:21]([NH:28][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([O:12][CH3:13])[CH:4]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 126216043-Methoxy-4-nitrobenzyl bromide

생성물 1

HCID 22046378Benzyl-(3-methoxy-4-nitro-benzyl)amine수율 91%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(bromomethyl)-2-methoxy-1-nitrobenzene (1.0 g, 4.06 mmol) in THF (15 ml), triethylamine (1.23 g, 12.19 mmol) and benzyl amine (1.3 g, 12.19 mmol) were added at RT and the reaction was stirred for 2 hours. The reaction mixture was partitioned between water (50 ml) and EtOAc (25 ml) and the separated aqueous layer was extracted with EtOAc (15 ml). The combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography on neutral silica gel using 15-25% EtOAc in hexane to give the title compound (1.0 g, 91%).

후처리

  1. customThe reaction mixture was partitioned between water (50 ml) and EtOAc (25 ml)
  2. extractionthe separated aqueous layer was extracted with EtOAc (15 ml)
  3. dry with materialThe combined organic extracts were dried (Na2SO4)
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product was purified by column chromatography on neutral silica gel using 15-25% EtOAc in hexane

출처 및 근거

ORD 기록
ord-34f6a77ac2c04cc8a2edee44b28081cc
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716287B2

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