4-tert-Butylbenzonitrile → HCID 178440935、化合物

HRID 925018

反応式

HRID 925018 の反応式
[C:1]([C:5]1[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=1[NH2:7])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[C:17]([C:21]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>O>[C:17]([C:21]1[CH:22]=[CH:23][C:24]([C:25]([NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[C:1]([CH3:4])([CH3:2])[CH3:3])=[NH:26])=[CH:27][CH:28]=1)([CH3:20])([CH3:18])[CH3:19]

参加物

5

反応物 3

HCID 778834-tert-ButylbenzonitrileHCID 805742-tert-ButylanilineHCID 178418339Butyllithium

生成物 1

HCID 178440935HCID 178440935、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Procedure as described for Amidine I using the following amounts: 7.80 mL of 2-t-butylaniline (50.0 mmol); 25.0 mL of 2.0 M butyllithium (50.0 mmol), 8.50 ml of 4-t-butylbenzonitrile (50.0 mmol). After refluxing overnight, the solution was dark brown. Addition of water yielded an orange solution with suspended solid. Solution was filtered and taken to dryness. The residue was treated with 75 mL of pentane, stirred for 30 minutes, and filtered yielding 13.43 g (87%) of light orange solid. 1H NMR (400 MHz, CDCl3): 7.87 (d, 2H), 7.49 (d, 2H), 7.41 (d, 1H), 7.17 (t, 1H), 7.00 (t, 1H), 6.81 (d, 1 H), 4.75 (s, 2H), 1.41 (s, 9H), 1.36 (s, 9H).

後処理

  1. temperatureAfter refluxing overnight
  2. customyielded an orange solution
  3. filtrationSolution was filtered
  4. additionThe residue was treated with 75 mL of pentane
  5. filtrationfiltered
  6. customyielding 13.43 g (87%) of light orange solid

出典と根拠

ORDレコード
ord-786f35efc25a4ec3bdef2f03e83e14d1
出典データセット
uspto-grants-2016_03
特許番号
US09283555B2

関連ノート

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