Реакция #2968

ord-85e68abf33ca4928bc83045893ab7a1b

Уравнение реакции

CCOCC.Cl
HCl Et2O
CCN1CC[C@@]2(c3cccc(OC)c3)Cc3[nH]c(C(=O)N(C(C)C)C(C)C)c(C)c3C[C@@H]2C1
(±)-trans-2-diisopropylaminocarbonyl-6-ethyl-8a-(3-methoxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g] isoquinoline
BrB(Br)Br
boron tribromide
→
CCN1CC[C@@]2(c3cccc(O)c3)Cc3[nH]c(C(=O)N(C(C)C)C(C)C)c(C)c3C[C@@H]2C1.Cl
title compound
CCN1CC[C@@]2(c3cccc(O)c3)Cc3[nH]c(C(=O)N(C(C)C)C(C)C)c(C)c3C[C@@H]2C1.Cl
(±)-trans-2-Diisopropylaminocarbonyl-6-ethyl-8a-(3-hydroxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

Реактанты

CCOCC.Cl
HCl Et2O
—
crude product
CCN1CC[C@@]2(c3cccc(OC)c3)Cc3[nH]c(C(=O)N(C(C)C)C(C)C)c(C)c3C[C@@H]2C1
(±)-trans-2-diisopropylaminocarbonyl-6-ethyl-8a-(3-methoxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g] isoquinoline
BrB(Br)Br
boron tribromide

Реагенты

Нет

Растворители

CO
MeOH

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe solvent was evaporated in vacuo
  2. 2
    Другоеthe solid crystallized from acetone

Методика

1.0 g (2.2 mmol) of (±)-trans-2-diisopropylaminocarbonyl-6-ethyl-8a-(3-methoxyphenyl)-3-methyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g] isoquinoline were treated with 1.15 ml (12.0 mmol) of boron tribromide as described in example 2. The crude product was dissolved in MeOH and the solution brought to acidic pH with HCl/Et2O . The solvent was evaporated in vacuo and the solid crystallized from acetone, yielding 0.5 g of the title compound. M.p.=263°-265° C.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05731322uspto-grants-1998_03