Water → 1-[(3-Nitrophenyl)methyl]pyrrolidine

HRID 255039

반응식

HRID 255039 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.C(N(CC)CC)C.O>C1COCC1>[N+:9]([C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH2:2][N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)([O-:11])=[O:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31268PyrrolidineHCID 77568Benzene, 1-(bromomethyl)-3-nitro-

생성물 1

HCID 7828801-[(3-Nitrophenyl)methyl]pyrrolidine수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1-bromomethyl-3-nitrobenzene (the compound of formula (R), 5 mmol, 1.08 g), pyrrolidine (11 mmol, 0.79 g), and 1.0 mL triethylamine (the compound of formula NRR′R″ wherein R═R′═R″=ethyl) in THF (35 mL) was heated at 60° C. for 1 hour. The reaction mixture was allowed to cool to ambient temperature overnight with stirring. Water was then added to the reaction mixture and the product was extracted into diethyl ether. The ether layer was dried over sodium sulfate, filtered, and evaporated to yield 1.03 g (94%) of 1-(3-nitro-benzyl)-pyrrolidine (the compound of formula (S)) which was used in the following reaction without further purification.

후처리

  1. extractionthe product was extracted into diethyl ether
  2. dry with materialThe ether layer was dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

출처 및 근거

ORD 기록
ord-d13113907b114bcbb63dac039780c563
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875728B2

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