4-tert-Butylbenzonitrile → HCID 178440935, 화합물

HRID 925018

반응식

HRID 925018 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 178440935HCID 178440935, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-786f35efc25a4ec3bdef2f03e83e14d1
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09283555B2

연결된 노트

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