2-Thiopheneethanol → 1-Benzhydryl-3-(2-(thiophen-2-yl)ethoxy)azetidine

HRID 2172037

反応式

HRID 2172037 の反応式
CS([O:5][CH:6]1[CH2:9][N:8]([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7]1)(=O)=O.[S:23]1[CH:27]=[CH:26][CH:25]=[C:24]1[CH2:28][CH2:29]O>>[CH:10]([N:8]1[CH2:9][CH:6]([O:5][CH2:29][CH2:28][C:24]2[S:23][CH:27]=[CH:26][CH:25]=2)[CH2:7]1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

3

反応物 2

HCID 794002-ThiopheneethanolHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate

生成物 1

HCID 671545391-Benzhydryl-3-(2-(thiophen-2-yl)ethoxy)azetidine

実験手順

A solution of 1-benzhydrylazetidin-3-yl methanesulfonate (324 mg, 1.0 mmol) in thiophene ethanol (2.3 mL, 20.4 mmol) was stirred under microwave irradiations (100 W) at 110° C. for 30 minutes. The reaction mixture was then partitioned between dichloromethane (20 mL) and a solution of sodium hydroxyde (1N, 10 mL). The aqueous layer was separated and extracted with dichloromethane (2×10 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated to dryness. The residue was purified by chromatography on silica gel, using petroleum ether/ethyl acetate (85:15) as eluent. The title product was obtained as a yellow solid (210 mg, 59%).

後処理

  1. customThe reaction mixture was then partitioned between dichloromethane (20 mL)
  2. customThe aqueous layer was separated
  3. extractionextracted with dichloromethane (2×10 mL)
  4. dry with materialThe combined organic phases were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-2054d7a1c1aa4ecc9207d1f1402d14fa
出典データセット
uspto-grants-2015_06
特許番号
US09051321B2

関連ノート

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