(p-Hydroxyphenyl)diphenylsulfonium trifluoromethanesulfonate → Adamantane-1-carboxylic acid-2,2-difluoro-2-sulfo-ethyl ester diphenyl-4-hydroxyphenylsulfonium salt

HRID 2061304노트

반응식

HRID 2061304 반응식
FC(F)(F)S([O-])(=O)=O.[C:9]1([S+:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Na].[F:30][C:31]([F:50])([S:46]([OH:49])(=[O:48])=[O:47])[CH2:32][O:33][C:34]([C:36]12[CH2:45][CH:40]3[CH2:41][CH:42]([CH2:44][CH:38]([CH2:39]3)[CH2:37]1)[CH2:43]2)=[O:35]>O>[C:9]1([S+:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[F:50][C:31]([F:30])([S:46]([OH:49])(=[O:48])=[O:47])[CH2:32][O:33][C:34]([C:36]12[CH2:45][CH:40]3[CH2:41][CH:42]([CH2:44][CH:38]([CH2:39]3)[CH2:37]1)[CH2:43]2)=[O:35]

참가 물질

4

반응물 2

HCID 22389942(p-Hydroxyphenyl)diphenylsulfonium trifluoromethanesulfonateHCID 87238055Adamantane-1-carboxylic acid-2,2-difluoro-2-sulfo-ethyl ester sodium salt

생성물 1

HCID 87529619Adamantane-1-carboxylic acid-2,2-difluoro-2-sulfo-ethyl ester diphenyl-4-hydroxyphenylsulfonium salt수율 81.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

About 10 g of the diphenyl-4-hydroxyphenylsulfonium trifluoromethanesulfonate salt manufactured in the synthesis example 3 and about 9.7 g of an adamantane-1-carboxylic acid-2,2-difluoro-2-sulfo-ethyl ester sodium salt were dissolved in about 100 ml of an MC and about 100 ml of water, and a synthesis reaction (see Equation 11 below) was performed while strongly stirring for three hours. In this instance, a process of the synthesis reaction was observed by 19F NMR using a small amount of an extracted organic phase. The organic phase was extracted when the synthesis reaction was terminated, and washed using the MC of a soluble solvent and hexane of a sparingly soluble solvent. Next, the solvents were removed, and drying under a reduced pressure was performed to obtain about 11.47 g (a yield: about 81.7%) of an adamantane-1-carboxylic acid-2,2-difluoro-2-sulfo-ethyl ester diphenyl-4-hydroxyphenylsulfonium salt, and a structure of the adamantane-1-carboxylic acid-2,2-difluoro-2-sulfo-ethyl ester diphenyl-4-hydroxyphenylsulfonium salt was observed by 1H-NMR (see FIG. 10):

후처리

  1. customa synthesis reaction (see Equation 11 below)
  2. customIn this instance, a process of the synthesis reaction
  3. extractionThe organic phase was extracted when
  4. customthe synthesis reaction
  5. customwas terminated
  6. washwashed
  7. customNext, the solvents were removed
  8. customdrying under a reduced pressure

출처 및 근거

ORD 기록
ord-b0fc10949f454b1d95011488e15567d5
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283102B2

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