Triethylamine → HCID 24899192, compound

HRID 1819849Notes

Reaction equation

HRID 1819849 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:20])[CH2:16][CH:17]([CH3:19])[CH3:18].C(N(CC)CC)C>O1CCCC1>[CH3:18][CH:17]([CH3:19])[CH2:16][C:15]([NH:14][C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=3[C:9]=2[CH:1]=1)=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 66054Isovaleryl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899192HCID 24899192, compoundYield 42.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure for Example 1, tetrahydro-dibenzofuran-2-ylamine (1.1 g, 6.0 mmol), isovaleryl chloride (0.82 g, 6.6 mmol), and triethylamine (2.6 mL, 18 mmol) in tetrahydrofuran (11 mL) provided 3-methyl-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-butyramide (0.69 g) after recrystallization from t-butyl methyl ether. Mp 154-157° C.; Anal. Calcd. for C17H21NO2: C, 75.25; H, 7.80; N, 5.16; Found: C, 75.20; H, 7.87; N, 5.26.

Sources & evidence

ORD record
ord-d81a4ea24a0d4927bf5f40475c7887c9
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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