Hydrochloric Acid → Triphenylsulfonium 2-hydroxyethanesulfonate

HRID 1943567ノート

反応式

HRID 1943567 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 86642235Triphenylsulfonium 2-hydroxyethanesulfonate収率 96%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b66e3d5ba7ff47b59d4b545424abbfdd
出典データセット
uspto-grants-2013_03
特許番号
US08394570B2

反応ノート

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