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

HRID 548195ノート

反応式

HRID 548195 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-708e511c7f184bc196a87d5f6b5dbaac
出典データセット
uspto-grants-2011_05
特許番号
US07939552B2

反応ノート

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