Hydrochloric Acid → 2-(4-methyl-1H-indol-3-yl)ethan-1-amine

HRID 1111103

반응식

HRID 1111103 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:16]=1[C:9]([CH2:10][C@@H:11](C(O)=O)[NH2:12])=[CH:8][NH:7]2.O.C(OCC)(=O)C.Cl>C1(CC2C=CC=CC=2)C=CC=CC=1>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:16]=1[C:9]([CH2:10][CH2:11][NH2:12])=[CH:8][NH:7]2

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 1508864-Methyl-L-tryptophan

생성물 1

HCID 1880072-(4-methyl-1H-indol-3-yl)ethan-1-amine

시약·촉매·용매 1

HCID 7580Diphenylmethane용매

실험 절차

A suspension of 4-methyltryptophan (1.14 g, 5.2 mmol, Sigma) in diphenylmethane (45 mL) was heated at reflux until complete solution was obtained. The solution was then mixed with 45 mL water and 45 mL ethyl acetate, and the pH brought to 1 or lower with concentrated HCl. The mixture was vortexed vigorously for 30 seconds, and centrifuged to provide three layers. The middle (aqueous) layer was washed with ethyl acetate, and adjusted to pH 10 or higher with 10 N NaOH. The resulting white precipitate was extracted into ethyl acetate, and the extract evaporated to dryness under vacuum, to yield crude 4-methyltryptamine base. The crude base was dissolved and acidified in 50 mL EtOH containing 6 mmol 6 N HCl, and the resulting 4-methyltryptamine hydrochloride was crystallized from solution.

후처리

  1. temperaturewas heated
  2. temperatureat reflux until complete solution
  3. customwas obtained
  4. customto provide three layers
  5. washThe middle (aqueous) layer was washed with ethyl acetate
  6. extractionThe resulting white precipitate was extracted into ethyl acetate
  7. customthe extract evaporated to dryness under vacuum

출처 및 근거

ORD 기록
ord-c26a7c9929ea4f548d255b0b40fc386a
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04978669

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