Sulfuric Acid → (2S)-2-bromo-4-methoxy-4-oxobutanoic acid

HRID 1780048노트

반응식

HRID 1780048 반응식
Cl.[CH3:2][O:3][C:4](=[O:11])[CH2:5][C@H:6](N)[C:7]([OH:9])=[O:8].S(=O)(=O)(O)O.[Br-:17].[K+].N([O-])=O.[Na+].NC(N)=O>O>[CH3:2][O:3][C:4](=[O:11])[CH2:5][C@H:6]([Br:17])[C:7]([OH:9])=[O:8]

참가 물질

7

반응물 5

HCID 1118Sulfuric AcidHCID 1176UreaHCID 253877Potassium BromideHCID 12832742L-Aspartic acid, 4-methyl ester, hydrochloride (1:1)HCID 23668193Sodium Nitrite

생성물 1

HCID 10656109(2S)-2-bromo-4-methoxy-4-oxobutanoic acid수율 62.5%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a mixture of (3S)-3-amino-3-carboxypropionic acid methyl ester hydrochloride (206 g), sulfuric acid (552 g), potassium bromide (536 g) and water (2510 ml) is added dropwise a solution of sodium nitrite (93 g) in water (200 ml) at a temperature from 10° C. to 12° C. over a period of 45 minutes. The mixture is stirred at the same temperature for 20 minutes, and thereto is added urea (40 g) in portions. The mixture is extracted with ether, and the extract is washed, dried, and concentrated under reduced pressure to give (3S)-3-bromo-3-carboxypropionic acid methyl ester (148 g) as an oily product.

후처리

  1. extractionThe mixture is extracted with ether
  2. washthe extract is washed
  3. customdried
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f74a236c1dbb4e9aba1e690ff30b6bdc
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05629419

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