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Water → (2R)-2-Hydroxy-2,3,3-trimethylbutanoic acid

HRID 2396481
ノート
印刷プレビュー

反応式

HRID 2396481 の反応式
Cl([O-])=O.[Na+].S(=O)(=O)(O)N.[CH3:10][C@@:11]([OH:18])([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:12]=[O:13].[OH2:19]>O1CCCC1.O.C(Cl)Cl.CSC>[CH3:10][C@@:11]([OH:18])([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]([OH:19])=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 962WaterHCID 5987Sulfamic AcidHCID 23668197Sodium ChloriteHCID 54105440HCID 54105440、化合物

生成物 1

HCID 13928263(2R)-2-Hydroxy-2,3,3-trimethylbutanoic acid

試薬・触媒・溶媒 3

HCID 1068Dimethyl Sulfide溶媒
HCID 6344
Dichloromethane
溶媒
HCID 21881883Oxolane--water (1/1)溶媒

実験手順

Sodium chlorite (1.81 g, 20 mmol) and sulfamic acid (1.94 g, 20 mmol) were added in succession to a stirred solution of (R)-2,3,3-trimethyl-2-hydroxybutanal (2.0 g, 15.4 mmol) in 30 ml of tetrahydrofuran-water (1:1) at 0° C. The mixture was allowed to warm to room temperature, stirred for 30 minutes, diluted with methylene chloride and about 1 ml of methyl sulfide was added followed by a small quantity of water. The organic layer was separated, the aqueous layer was extracted with methylene chloride, and the combined organic layer was dried (magnesium sulfate) and concentrated to afford a yellow gummy solid. Recrystallization from hexanes afford 1.45 g of (R) -2,3,3-trimethyl-2-hydroxybutanoic acid as a pale solid.

後処理

  1. additionwas added
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with methylene chloride
  4. dry with materialthe combined organic layer was dried (magnesium sulfate)
  5. concentrationconcentrated
  6. customto afford a yellow gummy solid
  7. customRecrystallization from hexanes

出典と根拠

ORDレコード
ord-cd8bbd25c4fa4bf1bf58a92a0f43fd82
出典データセット
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05492910

反応ノート

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