Hydrogen Bromide → HCID 22850479, compound

HRID 2352319Notes

Reaction equation

HRID 2352319 reaction equation
Cl.[CH2:2]([C@@H:4]1[C:13]2[C:8](=[C:9]([O:14]C)[CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][C@@H:5]1[N:16]([CH2:20][CH2:21][CH3:22])[CH2:17][CH2:18][CH3:19])[CH3:3].[BrH:23]>>[BrH:23].[CH2:2]([C@@H:4]1[C:13]2[C:8](=[C:9]([OH:14])[CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][C@@H:5]1[N:16]([CH2:20][CH2:21][CH3:22])[CH2:17][CH2:18][CH3:19])[CH3:3]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 67822609HCID 67822609, compound

Product 1

HCID 22850479HCID 22850479, compound

Procedure

cis-1-Ethyl-5-methoxy-2-(di-n-propylamino) tetralin hydrochloride (150 mg, 0.46 mmol) was heated in 48% aqueous HBr for 2 h at 120° C. under N2. The volatiles were evaporated in vacuo and the residue was crystallized from MeOH-ethyl ether. Two recrystallizations from MeOH-ethyl ether gave the desired product as HBr-salt (68 mg, 42%). Isomeric purity >95% (6C, 250° C.).

Workup

  1. customThe volatiles were evaporated in vacuo
  2. customthe residue was crystallized from MeOH-ethyl ether
  3. customTwo recrystallizations from MeOH-ethyl ether

Sources & evidence

ORD record
ord-c2ffc8f551d74bd99fa46f69c89dc565
Source dataset
uspto-grants-1989_10
Patent number
US04876284

Reaction notes

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