Hydrogen Bromide → HCID 57473775, compound

HRID 326256Notes

Reaction equation

HRID 326256 reaction equation
[OH:1][CH:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[CH2:7][CH2:6]2.[BrH:20]>C(O)(=O)C>[OH2:1].[OH2:1].[BrH:20].[Br:20][CH:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 14373257HCID 14373257, compound

Product 1

HCID 57473775HCID 57473775, compoundYield 67.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 20 parts of intermediate 19, namely 3,4-dihydro-6-(hydroxyphenylmethyl)-2(1H)-quinolinone and 355 parts of a solution of hydrobromic acid in acetic acid 30% was stirred overnight at room temperature. The reaction mixture was evaporated and the residue was stirred in ethyl acetate. The product was filtered off, washed with ethyl acetate and 2,2'-oxybispropane and dried in vacuo at 35° C., yielding 23 parts (67.2%) of 6-[bromophenylmethyl]-3,4-dihydro-2(1H)-quinolinone hydrobromide dihydrate; mp. 119.5° C. (interm. 37).

Workup

  1. customThe reaction mixture was evaporated
  2. stirringthe residue was stirred in ethyl acetate
  3. filtrationThe product was filtered off
  4. washwashed with ethyl acetate and 2,2'-oxybispropane
  5. customdried in vacuo at 35° C.

Sources & evidence

ORD record
ord-8c121440bb814fd7aa79160816e8485f
Source dataset
uspto-grants-1993_12
Patent number
US05268380

Reaction notes

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