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Imidazole → 3-(tert-Butyldimethylsilyloxy)pyrrolidin-2-one

HRID 2080688
ノート
印刷プレビュー

反応式

HRID 2080688 の反応式
N1C=CN=C1.[C:6]([Si:10]([CH3:13])([CH3:12])Cl)([CH3:9])([CH3:8])[CH3:7].CN(C)C=O.[OH:19][CH:20]1[CH2:24][CH2:23][NH:22][C:21]1=[O:25]>O>[Si:10]([O:19][CH:20]1[CH2:24][CH2:23][NH:22][C:21]1=[O:25])([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:13])[CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 28928tert-Butyldimethylsilyl chlorideHCID 102407723-Hydroxy-2-pyrrolidinone

生成物 1

HCID 146137613-(tert-Butyldimethylsilyloxy)pyrrolidin-2-one収率 11.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In an ice bath, 300 mg of imidazole and 497 mg of tert-butyldimethylchlorosilane were added to a dimethylformamide (2 ml) solution of 255 mg of 3-hydroxypyrrolidin-2-one, and stirred for 1 hour. Water was added to the reaction liquid, extracted with ethyl acetate, and washed with hydrochloric acid (1 N) and saturated saline water. The organic layer was dried to obtain 370 mg of a crude product. 208 g of the product was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=9/1 to 2/8) to obtain 62 mg of the entitled compound as a white solid.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with hydrochloric acid (1 N) and saturated saline water
  3. customThe organic layer was dried
  4. customto obtain 370 mg of a crude product
  5. custom208 g of the product was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=9/1 to 2/8)

出典と根拠

ORDレコード
ord-f423ecac705f4a0a800404723fc9105e
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932394B2

反応ノート

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