Triethyloxonium tetrafluoroborate → HCID 12349039, compound

HRID 436441Notes

Reaction equation

HRID 436441 reaction equation
[OH:1][CH:2]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=[O:6])[NH:4][CH2:3]1.[B-](F)(F)(F)F.[CH3:18][CH2:19][O+](CC)CC>>[CH2:18]([O:6][C:5]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:2]([OH:1])[CH2:3][N:4]=1)[CH3:19]

Participants

3

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 125230264-Hydroxy-3,4-dihydroisoquinolin-1(2H)-one

Product 1

HCID 12349039HCID 12349039, compound

Procedure

In a manner similar to that of Step A of Example 1, ethylation of 4-hydroxy-3,4-dihydroisocarbostyril (21.75 g.) with triethyloxonium fluoborate (0.147 + 0.073/3 mole) and two recrystallizations (the first recrystallization afforded a first crop of 8 g., of which 4.2 g. was recrystallized) of the resulting product from ethanol-ether afforded 1-ethoxy-4-hydroxy-3,4-dihydroisoquinoline (III: Q = C2H5, Y' = OH, Y = Z = Z' = H) fluoborate (3.9 g., m.p. 121°-123° C.).

Workup

  1. customthe first recrystallization
  2. customafforded a first crop of 8 g
  3. customwas recrystallized) of the resulting product from ethanol-ether

Sources & evidence

ORD record
ord-0b1b33e5108b478cb68fb149d9bfe7c2
Source dataset
uspto-grants-1977_02
Patent number
US04009170

Reaction notes

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