1,4-Dibromobutane → HCID 178453978、化合物

HRID 2271569ノート

反応式

HRID 2271569 の反応式
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][CH2:3]1.Br[CH2:17][CH2:18][CH2:19][CH2:20]Br.C(=O)([O-])O.[K+]>CN(C=O)C.[Cl-].[Li+]>[N:1]1([C@H:2]2[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:4][CH2:3]2)[CH2:20][CH2:19][CH2:18][CH2:17]1

参加物

6

反応物 3

HCID 80561,4-DibromobutaneHCID 516893Potassium BicarbonateHCID 178419079HCID 178419079、化合物

生成物 1

HCID 178453978HCID 178453978、化合物収率 16%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 433294Lithium Chloride溶媒

実験手順

A stirred solution of tert-butyl trans-4-aminocyclohexylcarbamate (2.0 g, 9.33 mmol), 1,4-dibromobutane (1.33 mL, 11.2 mmol), and potassium hydrogen carbonate (4.67 g, 46.7 mmol) in DMF (90 mL) was stirred at room temperature overnight. After this time the reaction was diluted with aqueous lithium chloride and extracted with diethyl ether. The combined organics were dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the desired product (399 mg, 16%) as an off-white solid: ESI MS m/z 269 [C15H28N2O2+H]+.

後処理

  1. extractionextracted with diethyl ether
  2. dry with materialThe combined organics were dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1c084dcdaa9c4da6ad8b152aa27cfd49
出典データセット
uspto-grants-2015_09
特許番号
US09120749B2

反応ノート

読み込み中…