Sodium Hydroxide → Dl-Phenylalanine

HRID 1905818

반응식

HRID 1905818 반응식
[CH2:1]([CH:8]1[NH:12]C(=O)N[C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:15].[Na+]>O.CCOCCO>[NH2:12][CH:8]([C:9]([OH:14])=[O:15])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 735655-(Phenylmethyl)-2,4-imidazolidinedione

생성물 1

HCID 994Dl-Phenylalanine수율 77%

시약·촉매·용매 2

HCID 962Water용매HCID 8076Glycol monoethyl ether용매

실험 절차

95.1 g (0.5 mole) of 5-benzyl-hydantoine are dissolved in a solution of 87 g of sodium hydroxide and 400 ml of water, whereupon 300 ml of cellosolve are added. The reaction mixture is heated to boiling for 48 hours, the water and the cellosolve are distilled off in vacuo (30 Hgmm, 80° C.), the solid residue is dissolved in a small amount of water and acidified with concentrated hydrochloric acid (pH 2). The solution is treated with activated charcoal and the pH is adjusted to 6 with a concentrated ammonium hydroxide solution. The mixture is allowed to stand for some hours at 5° C. The precipitated product is filtered off, washed with cold water and cold ethanol. Thus 63.4 g of the desired airdry compound are obtained, yield 77%, mp.: 245°-255° C. Purity: 97.9% according to HPLC.

후처리

  1. additionare added
  2. temperatureThe reaction mixture is heated
  3. distillationthe water and the cellosolve are distilled off in vacuo (30 Hgmm, 80° C.)
  4. dissolutionthe solid residue is dissolved in a small amount of water
  5. additionThe solution is treated with activated charcoal
  6. waitto stand for some hours at 5° C
  7. filtrationThe precipitated product is filtered off
  8. washwashed with cold water and cold ethanol
  9. customThus 63.4 g of the desired airdry compound are obtained

출처 및 근거

ORD 기록
ord-0e0eba00edd64920878d55366b7c707a
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04647694

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