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

HRID 1780048ノート

反応式

HRID 1780048 の反応式
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]

参加物

7

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f74a236c1dbb4e9aba1e690ff30b6bdc
出典データセット
uspto-grants-1997_05
特許番号
US05629419

反応ノート

読み込み中…