Triethylamine → 2-Fluoro-4-methoxybenzaldehyde

HRID 636750노트

반응식

HRID 636750 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 27348732-Fluoro-4-methoxybenzaldehyde수율 88%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-ac5299c8024c4b5bbdb99c73ea3bd2e3
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06194461B1

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