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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
ノート
印刷プレビュー

反応式

HRID 1580163 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 620984-(1,3-Benzodioxol-5-yl)-2-butanoneHCID 65340Dopamine HydrochlorideHCID 516892Sodium Bicarbonate2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒
HCID 702
Ethanol
溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-52793458e5874635a19afccfb170c1c9
出典データセット
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03932461

反応ノート

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