Triethylamine → 4-((Pyrrolidin-1-yl)methyl)benzonitrile

HRID 1191001노트

반응식

HRID 1191001 반응식
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.C(N(CC)CC)C>C1COCC1>[N:1]1([CH2:7][C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 869964-(Bromomethyl)benzonitrile

생성물 1

HCID 49628034-((Pyrrolidin-1-yl)methyl)benzonitrile수율 97%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Add pyrrolidine (0.89 mL, 10.74 mmol) to a stirred solution of 4-bromomethyl-benzonitrile (1 g, 5.1 mmol) and triethylamine (1.5 mL, 10.74 mmol) in anhydrous THF (26 mL). Stir reaction overnight at room temperature. Partition the reaction mixture between EtOAc and water. Extract the aqueous phase twice with EtOAc. Dry the combined organic extracts over MgSO4, filter, and concentrate in vacuo to obtain the desired intermediate (918 mg, 97%) suitable for use without further purification. MS (APCI+) m/z: 187 (M+H)+.

후처리

  1. customreaction overnight at room temperature
  2. customPartition the reaction mixture between EtOAc and water
  3. extractionExtract the aqueous phase twice with EtOAc
  4. dry with materialDry the combined organic extracts over MgSO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-f51f25de48834a2fb916cb3083796bee
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680091B2

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