4-tert-Butylbenzoyl chloride → HCID 24897633, compound

HRID 1819904Notes

Reaction equation

HRID 1819904 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]([C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>ClCCl>[C:17]([C:21]1[CH:22]=[CH:23][C:24]([C:25]([NH:16][C:2]2[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:8]=4[C:9]=3[CH:1]=2)=[O:26])=[CH:28][CH:29]=1)([CH3:20])([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 743724-tert-Butylbenzoyl chlorideHCID 57890287HCID 57890287, compound

Product 1

HCID 24897633HCID 24897633, compoundYield 60.9%

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), 4-t-butylbenzoyl chloride (0.14 mL, 0.73 mmol), and poly(vinylpyridine) (0.5 g) in dichloromethane (17 mL) provided 4-tert-butyl-N-(6,7,8,9,10,11-hexahydrobenzo[b]cycloocta[d]furan-2-yl)benzamide (0.16 g). MS (ESI) m/z 376 ([M+H]+).

Sources & evidence

ORD record
ord-386f85d9c2ba4812a873e199d21dd3a5
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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