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Acetic Acid Mixture with Hydrobromic Acid → HCID 54522117、化合物

HRID 2051671
ノート
印刷プレビュー

反応式

HRID 2051671 の反応式
[F:1][C:2]([F:26])([F:25])[C:3]([NH:5][C@@H:6]1[C@H:15]([O:16][C:17](=[O:19])[CH3:18])[C@H:14]([CH3:20])[O:13][C@H:8](OC(=O)C)[C@@H:7]1[O:21][C:22](=[O:24])[CH3:23])=[O:4].[BrH:27].C(O)(=O)C>C(Cl)(Cl)Cl>[F:1][C:2]([F:26])([F:25])[C:3]([NH:5][C@@H:6]1[C@H:15]([O:16][C:17](=[O:19])[CH3:18])[C@H:14]([CH3:20])[O:13][C@H:8]([Br:27])[C@@H:7]1[O:21][C:22](=[O:24])[CH3:23])=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 54370080HCID 54370080、化合物

生成物 1

HCID 54522117HCID 54522117、化合物収率 92%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

The residue obtained from the reaction mixture by evaporation in vacuo, which consists of 3-trifluoroacetamido-1,2,4-tri-O-acetyl-3,6-dideoxy-β-L-talopyranose, is dissolved in 20 ml. of a 30% hydrogen bromide-acetic acid solution. After being kept for 2 hours at room temperature, 200 ml. of chloroform is added to the reaction mixture and the chloroform solution is washed with ice and water, a cold saturated sodium hydrogen carbonate solution, and water. The solution is dried over anhydrous magnesium sulfate and evaporated under reduced pressure to heavy syrup. The syrup is crystallized by adding ether, and recrystallization from a mixture of chloroform-ether gives 16 g. (92% yield) of 3-trifluoroacetamido-2,4-di-O-acetyl-3,6-dideoxy-β-L-talopyranosyl bromide.

後処理

  1. customThe residue obtained from the reaction mixture by evaporation in vacuo, which
  2. dissolutionis dissolved in 20 ml
  3. washthe chloroform solution is washed with ice and water
  4. dry with materialThe solution is dried over anhydrous magnesium sulfate
  5. customevaporated under reduced pressure to heavy syrup
  6. customThe syrup is crystallized
  7. additionby adding
  8. customether, and recrystallization
  9. additionfrom a mixture of chloroform-ether
  10. customgives 16 g

出典と根拠

ORDレコード
ord-746a8c14852642b7aaf4d76d54a30841
出典データセット
uspto-grants-1980_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04181795

反応ノート

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