Hydrochloric Acid → HCID 49694838, compound

HRID 1875351Notes

Reaction equation

HRID 1875351 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][CH2:7][NH2:8])=[CH:2]1.[CH3:9][O:10][CH2:11][C:12](Cl)=[O:13].C(N(CC)CC)C.Cl>C1COCC1>[CH3:9][O:10][CH2:11][C:12]([NH:8][CH2:7][CH2:6][C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)=[O:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 122587372-(3-Thienyl)ethanamine

Product 1

HCID 49694838HCID 49694838, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

10.0 g (78.6 mmol) 2-thiophen-3-yl-ethylamine are dissolved in 120 ml THF and at −10° C. combined successively with 7.9 ml (86.5 mmol) methoxyacetic acid chloride and a solution of 21.9 ml (157.2 mmol) triethylamine in 30 ml THF. The mixture is heated to RT and stirred for one hour. Then it is acidified with 2N hydrochloric acid and the mixture is extracted three times with ethyl acetate. The combined organic phases are dried on sodium sulphate, filtered and evaporated down i. vac.

Workup

  1. extractionthe mixture is extracted three times with ethyl acetate
  2. customThe combined organic phases are dried on sodium sulphate
  3. filtrationfiltered
  4. customevaporated down i

Sources & evidence

ORD record
ord-722e77afb2a749f2811dfd9a637832b5
Source dataset
uspto-grants-2012_11
Patent number
US08309542B2

Reaction notes

Loading…