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Sulfuric Acid → p-Pentafluoroethoxybenzoyl chloride

HRID 728386
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HRID 728386 반응식
FC(F)(OC1C=CC(C(F)(F)F)=CC=1)C(F)(F)F.S(=O)(=O)(O)O.ClS(O)(=O)=O.[F:29][C:30]([F:45])([O:35][C:36]1[CH:44]=[CH:43][C:39]([C:40](O)=[O:41])=[CH:38][CH:37]=1)[C:31]([F:34])([F:33])[F:32].S(Cl)([Cl:48])=O>CN(C)C=O>[F:29][C:30]([F:45])([O:35][C:36]1[CH:44]=[CH:43][C:39]([C:40]([Cl:48])=[O:41])=[CH:38][CH:37]=1)[C:31]([F:34])([F:33])[F:32]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 1118Sulfuric AcidHCID 24386Thionyl Chloride2회HCID 24638Chlorosulfonic acidHCID 126968334-(Pentafluoroethoxy)benzoic acidHCID 14993741p-Pentafluoroethoxy benzotrifluoride

생성물 1

HCID 12696827p-Pentafluoroethoxybenzoyl chloride

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
115 °C

실험 절차

A mixture of 7.5 parts of p-pentafluoroethoxy benzotrifluoride, 118 parts of 98% sulfuric acid, 11 parts of chlorosulfonic acid (HSO3Cl) and 2 parts of silica gel was heated to 115° C. and maintained thereat for 1.5 hours, then cooled and poured over ice. The resultant crude p-pentafluoroethoxy benzoic acid solid was mixed with 1 part of dimethyl formamide and 25 parts of thionyl chloride. The mixture was stirred for about 45 minutes and an additional 67 parts of thionyl chloride was added. The reaction mixture was then heated at reflux for 2 hours and the product distilled to yield 3.4 parts of p-pentafluoroethoxy benzoyl chloride (b.p. 152° C.-157° C.). ##STR15##

후처리

  1. temperaturemaintained
  2. temperaturecooled
  3. additionpoured over ice
  4. temperatureThe reaction mixture was then heated
  5. temperatureat reflux for 2 hours
  6. distillationthe product distilled

출처 및 근거

ORD 기록
ord-2cd33a839bb34363bce51be6ecb228a8
출처 데이터셋
uspto-grants-1991_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05047584

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