Triethylamine → HCID 24899445, compound

HRID 1819856Notes

Reaction equation

HRID 1819856 reaction equation
[CH2:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH2:4][CH2:3][CH:2]1[NH2:14].[C:15](Cl)(=[O:19])[CH:16]([CH3:18])[CH3:17].C(N(CC)CC)C>O1CCCC1>[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH:14][C:15](=[O:19])[CH:16]([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62325Isobutyryl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899445HCID 24899445, compoundYield 52.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.94 g, 5.0 mmol), isobutyryl chloride (0.56 mL, 5.2 mmol), and triethylamine (2.1 mL, 15 mmol) in tetrahydrofuran (30 mL) provided N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-isobutyramide (0.67 g). Mp 206.5-208.0° C.;MS m/z 258 ([M+H]+); Anal. Calcd. for C15H17NO2: C, 74.68; H, 7.44; N, 5.44; Found: C, 74.43; H, 7.39; N, 5.50.

Sources & evidence

ORD record
ord-6986e198601b4d6fb1f2932a448994df
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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