Triethylamine → HCID 24899443, compound

HRID 1819854Notes

Reaction equation

HRID 1819854 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].[CH:15]1([CH2:21][C:22](Cl)=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)CC)C>O1CCCC1>[CH:15]1([CH2:21][C:22]([NH:14][C:2]2[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=4[C:9]=3[CH:1]=2)=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2757989Cyclohexylacetyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899443HCID 24899443, compoundYield 20.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.94 g, 5.0 mmol), cyclohexylacetyl chloride (0.80 g, 6.0 mmol), and triethylamine (2.1 mL, 15 mmol) in tetrahydrofuran (24 mL) provided 2-cyclohexyl-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-acetamide (0.32 g). Mp 189-191° C.; MS m/z 312 ([M+H]+); Anal. Calcd. for C20H25NO2: C, 77.14; H, 8.09; N, 4.50; Found: C, 77.44; H, 8.08; N, 4.59.

Sources & evidence

ORD record
ord-d503eda30c094a27a36ab2933f0f2ed6
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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