Hydrochloric Acid → HCID 178440798、化合物

HRID 1276465ノート

反応式

HRID 1276465 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 178440798HCID 178440798、化合物収率 105.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3eba276ccca14acdbaeae2d625291ec3
出典データセット
uspto-grants-2000_12
特許番号
US06166060

反応ノート

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