Acetic Acid → L-Theanine

HRID 1925775

반응식

HRID 1925775 반응식
CO[C:3]([CH2:5][CH2:6][C@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[O:4].C(CC(=O)C)(=O)C.[CH2:19]([N:21](CC)CC)[CH3:20].C(N)C.C(O)(=O)C>CO.CC(O)C.O>[NH2:11][C@H:7]([C:8]([OH:10])=[O:9])[CH2:6][CH2:5][C:3]([NH:21][CH2:19][CH3:20])=[O:4]

참가 물질

9

반응물 5

HCID 176Acetic AcidHCID 6341EthylamineHCID 8471TriethylamineHCID 31261AcetylacetoneHCID 686625-Methyl hydrogen L-glutamate

생성물 1

HCID 439378L-Theanine수율 61%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 3776Isopropanol용매

반응 조건

온도
60 °C

실험 절차

First, 20.0 g (0.124 mol) of L-glutamic acid-γ-methyl ester was suspended in 20 g of methanol. To this, 13.7 g (0.137 mol) of acetylacetone and 12.5 g (0.124 mol) of triethylamine were added. The mixture was stirred at 60° C. for one hour. Subsequently, 80 g (1.24 mol) of 70% ethylamine was added to the mixture. After the mixture was allowed to react for 6 hours, excessive ethylamine was distilled away under reduced pressure. To this, 29.8 g (0.496 mol) of acetic acid, 30 mL of water and 120 mL of IPA were added. The mixture was heated for one hour and cooled on ice. The crystal precipitated was filtrated by suction and washed with 20 mL of IPA to obtain wet matter. The wet matter was dried under reduced pressure to obtain 13.1 g of theanine as a white crystal substance (yield: 61%). The obtained theanine had the same purity as high as in Example 1.

후처리

  1. customto react for 6 hours
  2. distillationexcessive ethylamine was distilled away under reduced pressure
  3. temperatureThe mixture was heated for one hour
  4. temperaturecooled on ice
  5. customThe crystal precipitated
  6. filtrationwas filtrated by suction
  7. washwashed with 20 mL of IPA
  8. customto obtain wet matter
  9. customThe wet matter was dried under reduced pressure

출처 및 근거

ORD 기록
ord-807ed9a9e24a42a380c6821d9246d4ea
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178722B2

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