Hydrochloric Acid → Triphenylsulfonium 2-hydroxyethanesulfonate

HRID 1943567노트

반응식

HRID 1943567 반응식
C([O:9][CH2:10][CH2:11][S:12]([O-:15])(=[O:14])=[O:13])(=O)C1C=CC=CC=1.[C:16]1([S+:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C[O-].[Na+].Cl.C(C(C)=O)C(C)C>CO>[OH:9][CH2:10][CH2:11][S:12]([O-:15])(=[O:14])=[O:13].[C:29]1([S+:22]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7909Methyl Isobutyl KetoneHCID 10942334Sodium MethoxideHCID 86642233Triphenylsulfonium 2-benzoyloxyethanesulfonate

생성물 1

HCID 86642235Triphenylsulfonium 2-hydroxyethanesulfonate수율 96%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A mixture of 2.9 g (6 mmol) of triphenylsulfonium 2-benzoyloxyethanesulfonate prepared in Synthesis Example 1-11, 56 mg (0.3 mmol) of 28 wt % sodium methoxide in methanol, and 15 g of methanol was stirred at room temperature for 12 hours. To the reaction solution, 30 mg of 35% aqueous hydrochloric acid was added to quench the reaction. The reaction solution was combined with methyl isobutyl ketone and concentrated in vacuum while distilling off the residual water. Diisopropyl ether was added to the residue for recrystallization. The crystals were collected and dried, obtaining the target compound, triphenylsulfonium 2-hydroxyethanesulfonate. White crystals, 2.1 g, yield 96%. The compound, designated PAG intermediate 1, has the following structure.

후처리

  1. customto quench
  2. customthe reaction
  3. concentrationconcentrated in vacuum
  4. distillationwhile distilling off the residual water
  5. additionDiisopropyl ether was added to the residue for recrystallization
  6. customThe crystals were collected
  7. customdried

출처 및 근거

ORD 기록
ord-b66e3d5ba7ff47b59d4b545424abbfdd
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394570B2

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