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Acetic Anhydride → HCID 86679522、化合物

HRID 1776566
ノート
印刷プレビュー

反応式

HRID 1776566 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]([C:13]([SH:16])([CH3:15])[CH3:14])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].[C:19](OC(=O)C)(=[O:21])[CH3:20]>O>[C:19]([S:16][C:13]([CH3:15])([CH3:14])[CH:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[C:10]([OH:12])=[O:11])(=[O:21])[CH3:20]
参加物反応条件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 7918Acetic AnhydrideHCID 14797Potassium HydroxideHCID 104672482-(Tert-butoxycarbonylamino)-3-mercapto-3-methylbutanoic acid

生成物 1

HCID 86679522HCID 86679522、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
2.5 °C

実験手順

2-(tert-butoxycarbonylamino)-3-mercapto-3-methylbutanoic acid (2.96 g, 11.87 mmol) was suspended in water (33 ml) and cooled with an ice/water bath. KOH (1.67 g, 29.7 mmol) dissolved in water (16 ml) followed by acetic anhydride (1.41 ml, 14.9 mmol) were added to the reaction flask and stirred at 0-5° C. for 4 hours (a white precipitated appears after ca. 30 minutes of stirring). The reaction mixture was partitioned between EtOAc and HCl 1M. The aqueous layer was extracted 3 times with EtOAc. The combined organic layers were washed with brine and dried over Na2SO4, filtered and solvent removed under vacuum. Crude compound was used in the next step without further purification. (3.45 g, quantitative yield).

後処理

  1. temperaturecooled with an ice/water bath
  2. additionwere added to the reaction flask
  3. customa white precipitated
  4. waitappears after ca. 30 minutes
  5. stirringof stirring)
  6. customThe reaction mixture was partitioned between EtOAc and HCl 1M
  7. extractionThe aqueous layer was extracted 3 times with EtOAc
  8. washThe combined organic layers were washed with brine
  9. dry with materialdried over Na2SO4
  10. filtrationfiltered
  11. customsolvent removed under vacuum
  12. customCrude compound was used in the next step without further purification

出典と根拠

ORDレコード
ord-fabde47d2b634ca7ae183a4ec036e8da
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09265768B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート