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Tetrahydrofuran → (4-Bromo-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine

HRID 1054365
ノート
印刷プレビュー

反応式

HRID 1054365 の反応式
O1CCCC1.[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=O)[CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:9][CH:8]=1>CO>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:9][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 1091709N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamide

生成物 1

HCID 59589763(4-Bromo-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A 1 M solution of BH3 in tetrahydrofuran (7.7 ml, 7.7 mmol) was added dropwise to N-(4-bromo-phenyl)-2-pyrrolidin-1-yl-acetamide (0.22 g, 0.77 mmol) and the solution was stirred overnight at reflux then subsequently hydrolysed by slow addition of excess of methanol and refluxing for a further 2 hours. The solvent was removed under reduced pressure and aqueous ammonium chloride was added. The aqueous was extracted twice with ethyl acetate and the organics were combined, dried over anhydrous magnesium sulfate and concentrated in vacuo to give the desired product. Yield 0.18 g, 86%. LCMS method: 2, RT: 4.62 min; MI: 267-269 [M+1].

後処理

  1. temperatureat reflux
  2. temperaturerefluxing for a further 2 hours
  3. customThe solvent was removed under reduced pressure and aqueous ammonium chloride
  4. additionwas added
  5. extractionThe aqueous was extracted twice with ethyl acetate
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4fa8eac5e29e46469008d06ef3bcbe3a
出典データセット
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09394301B2

反応ノート

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