Hydrochloric Acid → 1-(7,8-Dimethoxy2,3-dihydro-1-benzoxepin-4-ylcarbonyl)-2-methoxymethyl4-(3,4,5-trimethoxybenzoyl)piperazine

HRID 358777Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 358777
[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[O:12][CH2:11][CH2:10][C:9]([C:13](Cl)=[O:14])=[CH:8][C:7]=2[CH:16]=1.[CH3:19][O:20][CH2:21][CH:22]1[NH:27][CH2:26][CH2:25][N:24]([C:28](=[O:41])[C:29]2[CH:34]=[C:33]([O:35][CH3:36])[C:32]([O:37][CH3:38])=[C:31]([O:39][CH3:40])[CH:30]=2)[CH2:23]1.Cl.C(N(CC)CC)C>ClCCl>[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[O:12][CH2:11][CH2:10][C:9]([C:13]([N:27]3[CH2:26][CH2:25][N:24]([C:28](=[O:41])[C:29]4[CH:34]=[C:33]([O:35][CH3:36])[C:32]([O:37][CH3:38])=[C:31]([O:39][CH3:40])[CH:30]=4)[CH2:23][CH:22]3[CH2:21][O:20][CH3:19])=[O:14])=[CH:8][C:7]=2[CH:16]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 104682747,8-Dimethoxy-2,3-dihydro-1-benzoxepine-4-carbonyl chlorideHCID 200665933-Methoxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine

Produkt 1

HCID 216252111-(7,8-Dimethoxy2,3-dihydro-1-benzoxepin-4-ylcarbonyl)-2-methoxymethyl4-(3,4,5-trimethoxybenzoyl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 7,8-dimethoxy-2,3-dihydro-1-benzoxepine-4-carbonyl chloride (300 mg) in dichloromethane (10 ml) is added dropwise, taking 30 minutes under ice-cooling while stirring, to a mixture of 3-methoxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine×hydrochloride (400 mg) obtained in Reference Example 6, triethylamine (1 ml) and dichloromethane (30 ml). The reaction mixture is washed with an aqueous solution of citric acid and an aqueous solution of sodium hydrogencarbonate, then dried over magnesium sulfate, followed by concentration. The concentrate is subjected to a silica gel column chromatography (eluent: ethyl acetate-methanol =95:5) to afford 1-(7,8-dimethoxy2,3-dihydro-1-benzoxepin-4-ylcarbonyl) -2-methoxymethyl4-(3,4,5-trimethoxybenzoyl)piperazine (520 mg) as colorless crystals, m.p. 142° C.

Aufarbeitung

  1. temperaturecooling
  2. washThe reaction mixture is washed with an aqueous solution of citric acid
  3. dry with materialan aqueous solution of sodium hydrogencarbonate, then dried over magnesium sulfate
  4. concentrationfollowed by concentration

Quellen und Nachweise

ORD-Eintrag
ord-d1776094d76841359daecf25d73335d5
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04997836

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