Triethylamine → HCID 24899193, compound

HRID 1819850Notes

Reaction equation

HRID 1819850 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]([CH2:19][C:20](Cl)=[O:21])([CH3:18])([CH3:17])[CH3:16].C(N(CC)CC)C>O1CCCC1>[CH3:16][C:15]([CH3:18])([CH3:17])[CH2:19][C:20]([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:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899193HCID 24899193, compoundYield 53.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (1.1 g, 6.0 mmol), t-butylacetyl chloride (0.93 mL, 6.6 mmol), and triethylamine (2.6 mL, 18 mmol) in tetrahydrofuran (11 mL) provided 3,3-dimethyl-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-butyramide (0.92 g). Mp 164-165° C.; Anal. Calcd. for C18H23NO2: C, 75.76; H, 8.12; N, 4.91; Found: C, 75.62; H, 8.18; N, 5.00.

Sources & evidence

ORD record
ord-b2e16c2ffe6c44c1b439c43a541fde40
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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