Butylamine → HCID 178449177, compound

HRID 1379712Notes

Reaction equation

HRID 1379712 reaction equation
Cl.C([CH:4]1[C:8]([CH3:10])([CH3:9])[C:7]2[CH:11]=[C:12]([C:19](=[NH:21])O)[CH:13]=[C:14]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:6]=2[O:5]1)C.[CH2:22]([NH2:26])[CH2:23][CH2:24][CH3:25].CO.C(Cl)(Cl)[Cl:30]>O1CCOCC1>[ClH:30].[CH2:22]([NH:26][C:19]([C:12]1[CH:11]=[C:7]([C:8]([CH3:4])([CH3:10])[CH3:9])[C:6]2[O:5][CH2:18][C:15]([CH3:16])([CH3:17])[C:14]=2[CH:13]=1)=[NH:21])[CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 8007ButylamineHCID 21584188Chloroform methanolHCID 178438097HCID 178438097, compound

Product 1

HCID 178449177HCID 178449177, compoundYield 55.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of ethyl 7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofuran-5-carboximidic acid hydrochloride (400 mg, 1.29 mmol) in dioxane (10 mL) is added excess butylamine (0.5 mL). A color change from red to yellow is observed during the addition, and a precipitate forms. The reaction is also monitored by TLC (10% MeOH/CHCl3). After 3 h, the white solid is collected by filtration and washed with MeOH to give the title compound as a white powder (243 mg, 55.7%), mp=236°-237° C.

Workup

  1. additionA color change from red to yellow is observed during the addition
  2. filtrationthe white solid is collected by filtration
  3. washwashed with MeOH

Sources & evidence

ORD record
ord-8eae9be9fb8541f9a424b049edffd95c
Source dataset
uspto-grants-1997_09
Patent number
US05672620

Reaction notes

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