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4-(1,3-Benzodioxol-5-yl)-2-butanone → N-[4-(3,4-methylenedioxyphenyl)-but-2-yl]-beta-(3,4-dihydroxyphenyl) ethylamine hydrochloride

HRID 1580163
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HRID 1580163 반응식
C(=O)(O)[O-].[Na+].[ClH:6].[NH2:7][CH2:8][CH2:9][C:10]1[CH:17]=[CH:16][C:14]([OH:15])=[C:12]([OH:13])[CH:11]=1.[CH2:18]1[O:26][C:25]2[CH:24]=[CH:23][C:22]([CH2:27][CH2:28][C:29](=O)[CH3:30])=[CH:21][C:20]=2[O:19]1>[Pt]=O.C(O)C>[ClH:6].[CH2:18]1[O:26][C:25]2[CH:24]=[CH:23][C:22]([CH2:27][CH2:28][CH:29]([NH:7][CH2:8][CH2:9][C:10]3[CH:17]=[CH:16][C:14]([OH:15])=[C:12]([OH:13])[CH:11]=3)[CH3:30])=[CH:21][C:20]=2[O:19]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 620984-(1,3-Benzodioxol-5-yl)-2-butanoneHCID 65340Dopamine HydrochlorideHCID 516892Sodium Bicarbonate2회

생성물 1

HCID 21565198N-[4-(3,4-methylenedioxyphenyl)-but-2-yl]-beta-(3,4-dihydroxyphenyl) ethylamine hydrochloride

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매
HCID 702
Ethanol
용매

실험 절차

In 10 ml. of a saturated solution of sodium bicarbonate is dissolved 1.0 g. (0.00526 mole) dopamine hydrochloride. A solution of 4-[3,4-(methylenedioxy) phenyl]butan-2-one (1.10 g., 0.00526 mole) in 10 ml. ethanol is added to the above sodium bicarbonate solution. A white precipitate develops. The slurry is charged with 0.1 g. platinum oxide and hydrogenated for three hours at 20 psi. The solids are filtered and the solution concentrated. The residue is triturated with ethanol, refiltered and again concentrated. The oily residue is treated with ethereal hydrochloric acid and the so-formed solids collected and crystallized from methanol-isopropanol to give N-[4-(3,4-methylenedioxyphenyl)-but-2-yl]-β-(3,4-dihydroxyphenyl) ethylamine hydrochloride as a white solid, m.p. 204°-206°.

후처리

  1. additionThe slurry is charged with 0.1 g
  2. filtrationThe solids are filtered
  3. concentrationthe solution concentrated
  4. customThe residue is triturated with ethanol
  5. concentrationagain concentrated
  6. additionThe oily residue is treated with ethereal hydrochloric acid
  7. customthe so-formed solids collected
  8. customcrystallized from methanol-isopropanol

출처 및 근거

ORD 기록
ord-52793458e5874635a19afccfb170c1c9
출처 데이터셋
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03932461

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