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Dimethylformamide → 5-(4-Bromobutoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran

HRID 552452
ノート
印刷プレビュー

反応式

HRID 552452 の反応式
CN(C)C=O.[CH2:6]([C:9]1[C:17]([OH:18])=[CH:16][CH:15]=[C:14]2[C:10]=1[CH2:11][O:12][C:13]2([C:23]([F:26])([F:25])[F:24])[C:19]([F:22])([F:21])[F:20])[CH2:7][CH3:8].[Br:27][CH2:28][CH2:29][CH2:30][CH2:31]Br.C(=O)([O-])[O-].[K+].[K+]>O>[Br:27][CH2:28][CH2:29][CH2:30][CH2:31][O:18][C:17]1[C:9]([CH2:6][CH2:7][CH3:8])=[C:10]2[C:14](=[CH:15][CH:16]=1)[C:13]([C:23]([F:26])([F:24])[F:25])([C:19]([F:20])([F:21])[F:22])[O:12][CH2:11]2
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 579008164-Propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol

生成物 1

HCID 579007815-(4-Bromobutoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran収率 99%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

A N,N-Dimethylformamide (10 mL) solution of 4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol (800 mg, 2.55 mol), 1,4-dibromobutane (2.75 mL, 12.73 mmol) and potassium carbonate (528 mg, 3.82 mmol) was stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated in vacuum. The obtained residue was purified by silica-gel column chromatography (hexane:ethyl acetate=50:1) and the title compound (1.136 g, 99%) was obtained as colorless oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washSubsequently, the organic layer was washed with saturated saline
  3. customdried
  4. concentrationconcentrated in vacuum
  5. customThe obtained residue was purified by silica-gel column chromatography (hexane:ethyl acetate=50:1)

出典と根拠

ORDレコード
ord-7b3af3f32a94410e963abafdad80b924
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07951822B2

反応ノート

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