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

HRID 255039

反応式

HRID 255039 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d13113907b114bcbb63dac039780c563
出典データセット
uspto-grants-2011_01
特許番号
US07875728B2

関連ノート

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