3-Methylbenzoyl chloride → HCID 24897431, compound

HRID 1819905Notes

Reaction equation

HRID 1819905 reaction equation
[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH2:16].[C:17]1([CH3:26])[CH:22]=[CH:21][CH:20]=[C:19]([C:23](Cl)=[O:24])[CH:18]=1>ClCCl>[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH:16][C:23](=[O:24])[C:19]1[CH:20]=[CH:21][CH:22]=[C:17]([CH3:26])[CH:18]=1

Participants

4

Reactant 2

HCID 743753-Methylbenzoyl chlorideHCID 57890287HCID 57890287, compound

Product 1

HCID 24897431HCID 24897431, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedure of Example 1, 6,7,8,9,10,11-Hexahydro-benzo[b]-cycloocta[d]furan-2-ylamine (0.15 g, 0.70 mmol), m-toluoyl chloride (0.096 mL, 0.73 mmol), and poly(vinylpyridine) (0.5 g) in dichloromethane (17 mL) provided N-(6,7,8,9,10,11-hexahydrobenzo[b]cycloocta[d]furan-2-yl)-3-methylbenzamide (0.19 g). MS (ESI) m/z 334 ([M+H]+).

Sources & evidence

ORD record
ord-fb125fd208c148549b93030e67df2360
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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