Formaldehyde → 7-Methoxy-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

HRID 1784400Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1784400
Cl.[CH3:2][O:3][C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12][C:6]=2[CH:5]=1.C=O.[C:17](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+]>ClC(Cl)C.O>[CH3:2][O:3][C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][N:10]([CH3:17])[CH2:11][CH2:12][C:6]=2[CH:5]=1

Komponenten

7

Edukt 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 5049666Sodium triacetoxyborohydrideHCID 212429067-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

Produkt 1

HCID 218229297-Methoxy-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepineAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of 7-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride (see EP 285287) (25 g, 125 mmol) and 37% formalin (25 mL) in dichloroethane (250 mL) was treated with sodium triacetoxyborohydride (30 g, 250 mmol) keeping the internal temperature below 20° C. After stirring for 2 h, water was added and the pH adjusted to 10 using 50% sodium hydroxide solution. The organic layer was separated, dried over sodium sulfate and evaporated to dryness to afford the product (23 g).

Aufarbeitung

  1. customthe internal temperature below 20° C
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ba525f7bc4c7428ab27e6c146b106aa0
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504392B2

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