ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium borohydride → tert-butyl 3-hydroxy-2-methylbutan-2-ylcarbamate

HRID 1850146
ノート
印刷プレビュー

反応式

HRID 1850146 の反応式
[CH3:1][C:2]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])([C:4](=[O:6])[CH3:5])[CH3:3].[BH4-].[Na+]>CO>[OH:6][CH:4]([CH3:5])[C:2]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:1])[CH3:3]
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 4311764Sodium borohydrideHCID 22973790tert-butyl N-(2-methyl-3-oxobutan-2-yl)carbamate

生成物 1

HCID 86730181tert-butyl 3-hydroxy-2-methylbutan-2-ylcarbamate収率 88.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of tert-butyl 2-methyl-3-oxobutan-2-ylcarbamate (2.36 g, 11.73 mmol) in MeOH (30 mL) at 0° C. was added portion wise NaBH4 (0.887 g, 23.45 mmol). Cold bath was removed and the reaction was stirred for 1 hour. HCl solution (1 M, 0.2 mL) was then added cautiously to quench the reaction. The reaction mixture was then concentrated and diluted with EtOAc (50 mL) and water (10 mL). The phases were separated and the aqueous layer was extracted with EtOAc (2×20 mL). The combined organics were then dried (Na2SO4) and concentrated under reduced pressure. The residue was purified via silica gel flash chromatography (10-50% EtOAc-Hexanes) to afford the desired product as a white solid (2.12 g). LCMS m/z 204.1 (M+H)+, Rt 0.69 min.

後処理

  1. customCold bath was removed
  2. additionHCl solution (1 M, 0.2 mL) was then added cautiously
  3. customto quench
  4. customthe reaction
  5. concentrationThe reaction mixture was then concentrated
  6. additiondiluted with EtOAc (50 mL) and water (10 mL)
  7. customThe phases were separated
  8. extractionthe aqueous layer was extracted with EtOAc (2×20 mL)
  9. dry with materialThe combined organics were then dried (Na2SO4)
  10. concentrationconcentrated under reduced pressure
  11. customThe residue was purified via silica gel flash chromatography (10-50% EtOAc-Hexanes)

出典と根拠

ORDレコード
ord-97bc390e53234788b002dc154cb3976c
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957068B2

反応ノート

読み込み中…

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