Pyridine → 3,3-Bis(4-fluorophenyl)propanal

HRID 2190302ノート

反応式

HRID 2190302 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.C(N(CC)CC)C.N1C=CC=CC=1>CS(C)=O.CCOCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)[CH2:9][CH:10]=[O:11])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 8471TriethylamineHCID 197832883,3-Bis(4-fluorophenyl)propanol

生成物 1

HCID 183626473,3-Bis(4-fluorophenyl)propanal

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 3,3-bis(4-fluorophenyl)propan-1-ol, prepared in the previous step, in DMSO (100 mL) at room temperature was added triethylamine (13.1 g, 129 mmol, 18 mL) and SO3.pyridine (4.52 g, 28.4 mmol). The reaction mixture was stirred at room temperature for 30 min, diluted with Et2O, washed with water (1×), saturated NH4Cl (1×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 5% to 40% EtOAc in hexanes) gave 3,3-bis(4-fluorophenyl)propanal.

後処理

  1. washwashed with water (1×), saturated NH4Cl (1×), brine (1×)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by flash column chromatography on silica gel (eluted with 5% to 40% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-fc3bf366b6b24be9bff7f08f36df4394
出典データセット
uspto-grants-2012_12
特許番号
US08324396B2

反応ノート

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