Hydrochloric Acid → HCID 11521576, compound

HRID 631874Notes

Reaction equation

HRID 631874 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][C:6]=1[N:15]=C(C1C=CC=CC=1)C1C=CC=CC=1)=[O:4].Cl>C1COCC1>[CH3:1][O:2][C:3]([C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][C:6]=1[NH2:15])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11675083HCID 11675083, compound2×

Product 1

HCID 11521576HCID 11521576, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(Benzhydrylideneamino)-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester (Intermediate 6, 8.2 g) was dissolved in THF (100 mL) and 1N hydrochloric acid was added (100 mL). The mixture was stirred for 1 hour and then passed through an SCX-2 SPE column. The column was washed with acetonitrile and then the desired product was eluted with a solution of 2M ammonia in methanol. Evaporation of the solvent gave the title compound as a clear oil (2.8 g) which was used without further purification or analysis.

Workup

  1. washThe column was washed with acetonitrile
  2. washthe desired product was eluted with a solution of 2M ammonia in methanol
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-a823694c811c4c558fcb775ce234f6c1
Source dataset
uspto-grants-2016_04
Patent number
US09321740B2

Reaction notes

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