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Diisopropylamine → HCID 22995662、化合物

HRID 1167101
ノート
印刷プレビュー

反応式

HRID 1167101 の反応式
C([Li])CCC.C(NC(C)C)(C)C.[C:13]1([CH:19]([CH2:25][CH3:26])[CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Br:27][CH2:28][CH2:29][CH2:30]Br>CCCCCC.O1CCCC1>[Br:27][CH2:28][CH2:29][CH2:30][C:19]([CH2:25][CH3:26])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:20][C:21]([O:23][CH3:24])=[O:22]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 7912DiisopropylamineHCID 80011,3-DibromopropaneHCID 578303HCID 578303、化合物HCID 178418339Butyllithium

生成物 1

HCID 22995662HCID 22995662、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058
Hexane
溶媒

反応条件

温度
-10 °C

実験手順

15 g (0.081 mol) of n-butyl lithium as a 2.5-molar solution in hexane are added dropwise to a solution of 11.35 ml (0.081 mol) of diisopropylamine in 200 ml of anhydrous tetrahydrofuran at −30° C. and stirred for 10 minutes at −10° C. 14.4 g (0.081 mol) of methyl 2-phenylbutanecarboxylate are added dropwise at −76° C. and stirred for 30 minutes at this temperature. Then 8.62 ml (0.085 mol) of 1,3-dibromopropane are added, when the addition has ended the cooling bath is removed and the mixture is stirred for 14 hours at ambient temperature. The reaction solution is poured onto 1.2 l of water and extracted with diethylether. The organic phases are extracted with water, dried over sodium sulphate and the solvent is eliminated. The residue is distilled under high vacuum.

後処理

  1. stirringstirred for 30 minutes at this temperature
  2. additionwhen the addition
  3. customis removed
  4. stirringthe mixture is stirred for 14 hours at ambient temperature
  5. additionThe reaction solution is poured onto 1.2 l of water
  6. extractionextracted with diethylether
  7. extractionThe organic phases are extracted with water
  8. dry with materialdried over sodium sulphate
  9. distillationThe residue is distilled under high vacuum

出典と根拠

ORDレコード
ord-ec855913fe94486fab008e3569dfe25c
出典データセット
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06617325B1

反応ノート

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