Hydrochloric Acid → HCID 66672730, 화합물

HRID 422042

반응식

HRID 422042 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:16](=[O:18])[CH3:17])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[H-].[Na+].[CH3:21][O:22][CH2:23][CH2:24][O:25][C:26]1[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=1[C:28](OC)=[O:29].Cl>O1CCCC1.O>[CH3:21][O:22][CH2:23][CH2:24][O:25][C:26]1[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=1[C:28](=[O:29])[CH2:17][C:16]([C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[C:2]([CH3:1])[CH:3]=1)=[O:18]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 12969325Ethanone, 1-[3-methyl-4-(phenylmethoxy)phenyl]-HCID 22381872Methyl 2-(2-methoxyethoxy)benzoate

생성물 1

HCID 66672730HCID 66672730, 화합물수율 17%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-{3-methyl-4-[(phenylmethyl)oxy]phenyl}ethanone (0.81 g, 3.4 mmol) in tetrahydrofuran (11 mL) was added sodium hydride (0.27 g, 6.7 mmol) followed by methyl 2-{[2-(methyloxy)ethyl]oxy}benzoate (0.70 g, 3.4 mmol, Harkin, S. H.; Wells, N. S., GB Patent 2250511, 1992) and the resultant mixture was heated in a 60° C. oil bath for 12 h. The solution was allowed to cool to room temperature and was diluted with water then 1M aqueous hydrochloric acid. The mixture was extracted (3× ethyl acetate) and the combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. Column chromatography (silica gel, 5:1 hexanes/ethyl acetate) gave 0.24 g (17%) of 1-(2-{[2-(methyloxy)ethyl]oxy}phenyl)-3-{3-methyl-4-[(phenylmethyl)oxy]phenyl}propane-1,3-dione as a colorless oil. 1H NMR (400 MHz, CDCl3): 8.01 (dd, 1H), 7.89 (m, 2H), 7.34-7.45 (m, 7H), 7.08 (t, 1H), 6.97 (d, 1H), 6.92 (d, 1H), 5.17 (s, 2H), 4.24 (m, 2H), 3.85 (m, 2H), 3.42 (s, 3H), 2.34 (s, 3H).

후처리

  1. extractionThe mixture was extracted (3× ethyl acetate)
  2. dry with materialthe combined organic layers were dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9df7637f9b4f4da2a2218b3f408b5a1e
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101625B2

연결된 노트

불러오는 중…