Hydrochloric Acid → HCID 9246054, compound

HRID 440530Notes

Reaction equation

HRID 440530 reaction equation
[CH:1]1([C:5](Cl)=[O:6])[CH2:4][CH2:3][CH2:2]1.[CH3:8][O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=1[O:19][CH3:20])[CH2:13][CH2:14][NH2:15].C(N(CC)CC)C.Cl>O1CCCC1>[CH3:8][O:9][C:10]1[CH:11]=[C:12]([CH2:13][CH2:14][NH:15][C:5]([CH:1]2[CH2:4][CH2:3][CH2:2]2)=[O:6])[CH:16]=[CH:17][C:18]=1[O:19][CH3:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8421HomoveratrylamineHCID 8471TriethylamineHCID 78705Cyclobutanecarbonyl chloride

Product 1

HCID 9246054HCID 9246054, compoundYield 104.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Cyclobutanecarbonyl chloride (19 g) was added dropwise at ambient temperature to a stirred solution of 3,4-dimethoxyphenethylamine (30.5 g) and triethylamine (23.5 ml) in tetrahydrofuran (11). After 1.5 hours the mixture was poured onto dilute hydrochloric acid (1 l) and the product was extracted into ethyl acetate. The extracts yielded N-[2-(3,4-dimethoxyphenyl)ethyl]cyclobutanecarboxamide (44 g) which was used without further purification.

Workup

  1. extractionthe product was extracted into ethyl acetate

Sources & evidence

ORD record
ord-3e8e5de5e10a40aaa1f7781ca017c695
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

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