Ammonium Chloride → HCID 10552360, compound

HRID 863899Notes

Reaction equation

HRID 863899 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2([O:31]C)[C:20](OC)=[CH:19][C:18]3[CH:17]([C:23](=[O:30])CCCCC=O)NCC[C:13]=3[CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH2:33]([Mg]Br)[CH3:34].[Cl-].[NH4+:38]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([OH:31])([CH2:12][CH3:13])[CH2:20][CH2:19][CH2:18][CH2:17][C:23]([N:38]2[CH2:34][CH2:33][C:6]3[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:8]([O:9][CH3:10])[CH:7]=3)[CH2:11]2)=[O:30])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 86749759HCID 86749759, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 10552360HCID 10552360, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of 3.0 g of 2-[6-(3,4-dimethoxyphenyl)-1,6-dioxohexyl-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline and 15.0 mL of ethyl magnesium bromide (1M) in tetrahydrofuran in 20.0 mL of anhydrous tetrahydrofuran is stirred at room temperature overnight. The mixture is poured into a mixture of ice and saturated solution of ammonium chloride and extracted with diethyl ether. The diethyl ether extract is washed with brine, dried, filtered. The filtrate is evaporated to afford 3.0 g of the desired product as a colorless oil.

Workup

  1. extractionextracted with diethyl ether
  2. extractionThe diethyl ether extract
  3. washis washed with brine
  4. customdried
  5. filtrationfiltered
  6. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-71225115766a45f2845aa1335a36b6de
Source dataset
uspto-grants-1996_10
Patent number
US05561141

Reaction notes

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