m-Chloroperbenzoic acid → 4'-Fluoro-3-(1-methylethyl)[1,1'-biphenyl]-2-ol formate

HRID 2225795ノート

反応式

HRID 2225795 の反応式
ClC1C=CC=C([C:8]([O:10]O)=[O:9])C=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:20](C=O)=[C:21]([CH:25]([CH3:27])[CH3:26])[CH:22]=[CH:23][CH:24]=2)=[CH:15][CH:14]=1>ClCCl>[CH:8]([O:10][C:20]1[C:19]([C:16]2[CH:15]=[CH:14][C:13]([F:12])=[CH:18][CH:17]=2)=[CH:24][CH:23]=[CH:22][C:21]=1[CH:25]([CH3:26])[CH3:27])=[O:9]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 190044654'-Fluoro-3-(1-methylethyl)[1,1'-biphenyl]-2-carboxaldehyde

生成物 1

HCID 190043884'-Fluoro-3-(1-methylethyl)[1,1'-biphenyl]-2-ol formate収率 66.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3-Chloroperbenzoic acid (4.73 g) was added to a solution of 4'-fluoro-3-(1-methylethyl)[1,1'-biphenyl]-2-carboxaldehyde (3.55 g) in dichloromethane (100 mL) and the reaction mixture was stirred at room temperature overnight. The precipitated solids were removed by filtration and the filtrate was washed in turn with water, saturated sodium bisulfite solution, sodium bicarbonate solution and brine. After the dried (MgSO4) organic layer was evaporated, the crude product was purified by HPLC (ethyl acetate-hexane; 1:49) to afford 2.5 g of 4'-fluoro-3-(1-methylethyl)[1,1'biphenyl]-2-ol formate as a oil.

後処理

  1. customThe precipitated solids were removed by filtration
  2. washthe filtrate was washed in turn with water, saturated sodium bisulfite solution, sodium bicarbonate solution and brine
  3. dry with materialAfter the dried (MgSO4) organic layer
  4. customwas evaporated
  5. customthe crude product was purified by HPLC (ethyl acetate-hexane; 1:49)

出典と根拠

ORDレコード
ord-4f5c1c27fdd84077a1a5a2d9f8e4387f
出典データセット
uspto-grants-1994_09
特許番号
US05344843

反応ノート

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