4-Tert-Butylaniline → HCID 2111998, 화합물

HRID 1822916노트

반응식

HRID 1822916 반응식
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1)#[N:2].CCN(C(C)C)C(C)C.[C:21]([C:25]1[CH:31]=[CH:30][C:28]([NH2:29])=[CH:27][CH:26]=1)([CH3:24])([CH3:23])[CH3:22]>O1CCCC1>[C:21]([C:25]1[CH:26]=[CH:27][C:28]([NH:29][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[CH:30][CH:31]=1)([CH3:24])([CH3:22])[CH3:23]

참가 물질

5

반응물 3

HCID 698614-Tert-ButylanilineHCID 801724-Cyanobenzoyl chlorideHCID 81531Diisopropylethylamine

생성물 1

HCID 2111998HCID 2111998, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-cyanobenzoyl chloride (2 g, 12.08 mmol), DIEA (7.3 mL, 42 mmol), and 4-tert-butylaniline (1.9 mL, 11.9 mmol) were stirred in tetrahydrofuran (50 mL) overnight at room temperature. The tetrahydrofuran was removed under reduced pressure and replaced with ethyl acetate. The ethyl acetate was washed with H2O and brine, dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluant gradient from 8:2 hexanes:ethyl acetate to 1:1 hexanes:ethyl acetate) to afford the title compound as a solid. 1H NMR (300 MHz, DMSO-d6) δ 10.41 (s, 1H), 8.08–8.12 (m, 2H), 8.01–8.04 (m, 2H), 7.66–7.69 (m, 2H), 7.37–7.41 (m, 2H), 1.28 (s, 9H); MS (ESI+) m/z 279 (M+H)+.

후처리

  1. customThe tetrahydrofuran was removed under reduced pressure
  2. washThe ethyl acetate was washed with H2O and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (eluant gradient from 8:2 hexanes:ethyl acetate to 1:1 hexanes:ethyl acetate)

출처 및 근거

ORD 기록
ord-b3efcfc9a63b45b1a2fdabe4b9ebc383
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037927B2

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