Triethylamine → HCID 24899699, compound

HRID 1819861Notes

Reaction equation

HRID 1819861 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].[CH3:15][CH:16]([CH3:22])[CH2:17][CH2:18][C:19](Cl)=[O:20].C(N(CC)CC)C>O1CCCC1>[CH3:15][CH:16]([CH3:22])[CH2:17][CH2:18][C:19]([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 170008Pentanoyl chloride, 4-methyl-HCID 21221605HCID 21221605, compound

Product 1

HCID 24899699HCID 24899699, compoundYield 37.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.94 g, 5.0 mmol), 4-methylvaleryl chloride (1.5 g, 5.3 mmol), and triethylamine (2.1 mL, 15 mmol) in tetrahydrofuran (23 mL) provided 4-methyl-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-pentanamide (0.54 g). Mp 145.5-146.0° C.; Anal. Calcd. for C18H23NO2: C, 75.76; H, 8.12; N, 4.91; Found: C, 75.46; H, 8.14; N, 4.92.

Sources & evidence

ORD record
ord-e9c7c9c110e64869802f530bf2afdec9
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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