Hydrochloric Acid → HCID 178440798, 화합물

HRID 1276465노트

반응식

HRID 1276465 반응식
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:8]2[CH:12]=[C:11]([CH2:13][CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[N:10]=[CH:9]2)C=CC=CC=1.Cl>C(O)C>[NH:8]1[CH:12]=[C:11]([CH2:13][CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[N:10]=[CH:9]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 184283751-[1-triphenylmethyl-1H-imidazol-4-yl]-6-cyclohexyl-3-hexyne

생성물 1

HCID 178440798HCID 178440798, 화합물수율 105.1%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

1-[1-Triphenylmethyl-1H-imidazol-4-yl]-6-cyclohexyl-3-hexyne (0.30 gram, 0.64 mmol) was dissolved in ethanol (10 ml). 2N HCl (20 ml) was added, and the mixture heated at 90° C. for 1 hour. The reaction mixture was cooled, filtered, and the filtrate neutralized with 10% NAOH solution and then partitioned between chloroform and water. The chloroform layer was separated, dried over Na2SO4, filtered and evaporated in vacuo to obtain the crude oil. The crude product was purified using column chromatography using MeOH/CHCl3, 10:90 to afford 155 mgs of 1-[1H-imidazol-4-yl]-6-cyclohexyl-3-hexyne (23). ##STR54## 4-(6-Cyclohexylhex-3-ynyl)imidazole (23) 1H-NMR (300 MHz, CDCl3): δ7.05 (s, 1H), 6.83 (s, 1H), 2.80 (m, 2H), 2.45 (m, 2H), 2.15 (m, 2H), 1.68 (m, 5H), 1.4-1.1 (m, 6H), 0.86 (m, 2H); Mass Spectrum: (DCl/NH3): 231 (M+1)+, MW=230.3434, C15H22N2. CHN Analysis: Calc.: C: 78.26, H: 9.56, N: 12.17; Found: C: 77.79, H: 9.51, N: 11.86.

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. custompartitioned between chloroform and water
  4. customThe chloroform layer was separated
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customto obtain the crude oil
  9. customThe crude product was purified

출처 및 근거

ORD 기록
ord-3eba276ccca14acdbaeae2d625291ec3
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06166060

반응 노트

불러오는 중…