Triethylamine → HCID 24899442, compound

HRID 1819853Notes

Reaction equation

HRID 1819853 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]([C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16].C(N(CC)CC)C>O1CCCC1>[C:15]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([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:24])=[CH:26][CH:27]=1)([CH3:18])([CH3:16])[CH3:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 743724-tert-Butylbenzoyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899442HCID 24899442, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.94 g, 5.0 mmol), 4-t-butylbenzoyl chloride (1.1 mL, 5.3 mmol), and triethylamine (2.1 mL, 15 mmol) in tetrahydrofuran (20 mL) provided 4-tert-butyl-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-benzamide (1.2 g). Mp 185-186° C.; Anal. Calcd. for C23H25NO2: C, 79.51; H, 7.25; N, 4.03; Found: C, 79.33; H, 7.27; N, 3.94.

Sources & evidence

ORD record
ord-1dcf4b1f087c4fcba03399528ef7e94c
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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