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Sodium Hydroxide → HCID 131723794、化合物

HRID 1861630
ノート
印刷プレビュー

反応式

HRID 1861630 の反応式
[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][CH2:4][CH2:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[OH-].[Na+].[CH2:18]([S:25](Cl)(=[O:27])=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCOCC1>[CH2:18]([S:25]([NH:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][CH2:4][CH2:5][C:6]([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:7])(=[O:27])=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14798Sodium Hydroxide2 回HCID 74740Phenylmethanesulfonyl chloride2 回HCID 24820238H-Aad(otbu)-OH

生成物 1

HCID 131723794HCID 131723794、化合物収率 28.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

To a stirred solution of 0.5 g of H-Aad(OtBu)-OH in 4.4 mL of aqueous 1 N sodium hydroxide was added 0.42 g of benzylsulfonylchloride in 2 mL of dioxane. After 16 hours at room temperature, additional 1.4 mL of aqueous 2 N sodium hydroxide, 0.5 mL of dioxane and 0.09 g of benzylsulfonylchloride were added and the reaction mixture stirred for an additional day. The dioxane was removed, water was added, the mixture made acid (pH 3) using hydrochloric acid and extracted twice with diethyl ether. The combined ether layers were dried over sodium sulfate and concentrated to give 235 mg of BzlSO2-Aad(OtBu)-OH.

後処理

  1. customThe dioxane was removed
  2. additionwater was added
  3. extractionextracted twice with diethyl ether
  4. dry with materialThe combined ether layers were dried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-8c7d8f534edc4006835e668ac7386090
出典データセット
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06534495B1

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート