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Trifluoroacetic acid → 2-Amino-6,6-dimethylfuro[3,4-d]thiazol-4(6h)-one

HRID 1028171
ノート
印刷プレビュー

反応式

HRID 1028171 の反応式
[CH3:1][C:2]1([CH3:19])[C:9]2[S:8][C:7]([NH:10]C(=O)OC(C)(C)C)=[N:6][C:5]=2[C:4](=[O:18])[O:3]1.FC(F)(F)C(O)=O>ClCCl>[NH2:10][C:7]1[S:8][C:9]2[C:2]([CH3:1])([CH3:19])[O:3][C:4](=[O:18])[C:5]=2[N:6]=1
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 6422Trifluoroacetic acidHCID 86618914Tert-butyl 6,6-dimethyl-4-oxo-4,6-dihydrofuro[3,4-d]thiazol-2-ylcarbamate

生成物 1

HCID 875189862-Amino-6,6-dimethylfuro[3,4-d]thiazol-4(6h)-one収率 100.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of Example 5A (7.4 g, 26.0 mmol) in dichloromethane (20 mL) was added trifluoroacetic acid (20.0 ml, 260 mmol) slowly at 0° C. The reaction mixture was removed from the ice bath, allowed to reach room temperature and stirred for 3 hours. The reaction mixture was concentrated to dryness, diluted with ethyl acetate (100 mL) and neutralized with saturated NaHCO3 solution. The layers were separated and the aqueous layer was extracted with ethyl acetate (5×100 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated to give 4.8 g (99%) of product as a white solid. MS (ESI+) m/z 185 (M+H)+.

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

後処理

  1. customThe reaction mixture was removed from the ice bath
  2. customto reach room temperature
  3. concentrationThe reaction mixture was concentrated to dryness
  4. additiondiluted with ethyl acetate (100 mL)
  5. customThe layers were separated
  6. extractionthe aqueous layer was extracted with ethyl acetate (5×100 mL)
  7. dry with materialThe combined organic extracts were dried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-8bc88f3676a84eb8a20a60aff0dff2e9
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08735434B2

反応ノート

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