反応 #1583897

ord-5e557965afe242b2a233d73806a4c40b

反応方程式

CC(C)C[C@@H](N)C(=O)O
D-Leucine
Br
HBr
O=N[O-].[Na+]
sodium nitrite
CC(C)C[C@@H](Br)C(=O)O
Intermediate ( 9a )
収率 86.0%
CC(C)C[C@@H](Br)C(=O)O
(R)-2-Bromo-4-methylpentanoic acid
収率 86.0%

試薬

なし

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted twice with EtOAc
  2. 2
    洗浄washed twice with saturated aqueous NaCl
  3. 3
    乾燥dried over MgSO4
  4. 4
    ろ過filtered
  5. 5
    濃縮concentrated

実験手順

D-Leucine (9.9 g, 75.2 mmol) was dissolved in 3M HBr in water (120 mL) and cooled to 0° C. A solution of sodium nitrite (8.3 g, 120 mmol) in water (20 mL, 100 mmol) was added. The mixture was stirred at 0° C. for 2.5 hours, extracted twice with EtOAc, washed twice with saturated aqueous NaCl, dried over MgSO4, filtered, and concentrated to afford 12.6 g (86%) of Intermediate (9a) as a pale yellow oil. This was taken on to the next step without further purification.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09198899B2uspto-grants-2015_12