Valeryl chloride → HCID 24897856, compound

HRID 1819917Notes

Reaction equation

HRID 1819917 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](Cl)(=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21]>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:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 61186Valeryl chlorideHCID 57890287HCID 57890287, compound

Product 1

HCID 24897856HCID 24897856, compoundYield 71.9%

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 (0.10 g, 0.46 mmol), valeryl chloride (0.055 mL, 0.46 mmol), and poly(vinylpyridine) (0.5 g) in dichloromethane (12 mL) provided N-6,7,8,9,10,11-hexahydrobenzo[b]cycloocta[d]furan-2-ylpentanamide (0.099 g). MS m/z 300 ([M+H]+); HRMS: calcd for C19H25NO2 +H+, 300.19581; found (ESI, [M+H]+), 300.1950.

Sources & evidence

ORD record
ord-8527fa07ca8d4d5eacea5757a1a98c9a
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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