Hydrochloric Acid → 2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-1-phenylethan-1-one

HRID 548195노트

반응식

HRID 548195 반응식
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:4]=[C:5]([CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1)[CH2:6][O:7][CH2:8][C:9]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)OCC[O:10]1.Cl>C1COCC1>[F:1][C:2]([F:27])([F:28])[C:3]1[CH:4]=[C:5]([CH:20]=[C:21]([C:23]([F:25])([F:26])[F:24])[CH:22]=1)[CH2:6][O:7][CH2:8][C:9]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:10]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 866240352-(3,5-Bis(trifluoromethyl)benzyloxymethyl)-2-phenyl-[1,3]dioxolane

생성물 1

HCID 229606442-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-1-phenylethan-1-one수율 96.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-(3,5-Bis(trifluoromethyl)benzyloxymethyl)-2-phenyl-[1,3]dioxolane (50.72 g, 140 mmol) was dissolved in THF (300 mL), 60 mol/L hydrochloric acid (50 mL) was added thereto and the mixture was heated to reflux for 20 hours. After the solvent was evaporated in vacuo, water was added to the residue followed by extracting with chloroform. The organic layers were combined, washed with water and a saturated saline solution and dried over anhydrous sodium sulfate and the solvent was evaporated in vacuo to give 2-(3,5-bis(trifluoromethyl)-benzyloxy)-1-phenylethanone (48.90 g, 96%) as an oily product. 1H-NMR (DMSO-d6) δ: 4.82 (s, 2H), 5.07 (s, 2H), 7.53-7.57 (m, 2H), 7.66-7.69 (m, 1H), 7.94-7.96 (m, 2H), 8.03 (s, 1H), 8.11 (s, 2H).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 20 hours
  3. customAfter the solvent was evaporated in vacuo, water
  4. additionwas added to the residue
  5. extractionby extracting with chloroform
  6. washwashed with water
  7. dry with materiala saturated saline solution and dried over anhydrous sodium sulfate
  8. customthe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-708e511c7f184bc196a87d5f6b5dbaac
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07939552B2

반응 노트

불러오는 중…