Hydrogen Bromide → (2R)-2-bromo-4-methylpentanoic acid

반응식

N[C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].O.N([O-])=O.[Na+].[BrH:15]>>[Br:15][C@H:2]([CH2:3][CH:4]([CH3:6])[CH3:5])[C:7]([OH:9])=[O:8]

참가 물질

반응물 4

HCID 260Hydrogen Bromide

HCID 962Water2회

HCID 439524D-Leucine

HCID 23668193Sodium Nitrite

생성물 1

HCID 12697060(2R)-2-bromo-4-methylpentanoic acid

반응 조건

온도: 0 °C

실험 절차

D-Leucine (8.2 g, 62.7 mmol) was dissolved in 3.0M HBr in water (99 mL, 0.3 mol) and cooled to 0° C. A solution of NaNO2 (6.9 g, 100 mmol) in water (11.3 mL, 627 mmol) was slowly added over 20 minutes. The mixture was stirred at 0° C. for 3 hours and then extracted twice with ethyl ether, washed with water then saturated aqueous NaCl, dried over MgSO4, filtered, and concentrated to afford (R)-2-bromo-4-methylpentanoic acid (11.5 g) as an off-yellow oil. This was taken on to the next step without further purification.