Triethylamine → 2-Fluoro-4-methoxybenzaldehyde

HRID 636750ノート

反応式

HRID 636750 の反応式
C(N(CC)CC)C.[F:8][C:9]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:10]=1[CH2:11][OH:12].S(=O)(=O)=O.N1C=CC=CC=1.OS([O-])(=O)=O.[K+]>CS(C)=O>[F:8][C:9]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:10]=1[CH:11]=[O:12]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 168533Sulfur trioxide-pyridineHCID 516920Potassium bisulfateHCID 593638(2-Fluoro-4-methoxyphenyl)methanol

生成物 1

HCID 27348732-Fluoro-4-methoxybenzaldehyde収率 88%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Triethylamine (0.92 ml, 6.60 mmol) was added to a solution of 2-fluoro-4-methoxybenzylalcohol (346.9 mg, 2.22 mmol) in DMSO (8 ml). Pyridine sulfur trioxide (1.0501 g, 6.60 mmol) was added portionwise to the mixture checking raise of the temperature. The mixture was stirred for 0.5 hours. The mixture was added to 5% KHSO4 aqueous solution, extracted three times with ethyl acetate and dried over MgSO4. The mixture was concentrated and purified by silica gel chromatography (hexane/ether=5/1) to give the title compound (301 mg; 88%).

後処理

  1. temperaturechecking raise of the temperature
  2. extractionextracted three times with ethyl acetate
  3. dry with materialdried over MgSO4
  4. concentrationThe mixture was concentrated
  5. custompurified by silica gel chromatography (hexane/ether=5/1)

出典と根拠

ORDレコード
ord-ac5299c8024c4b5bbdb99c73ea3bd2e3
出典データセット
uspto-grants-2001_02
特許番号
US06194461B1

反応ノート

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