Pivaloyl chloride → HCID 24897428, compound

HRID 1819899Notes

Reaction equation

HRID 1819899 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].[CH3:17][C:18]([CH3:23])([CH3:22])[C:19](Cl)=[O:20]>N1C=CC=CC=1>[CH3:17][C:18]([CH3:23])([CH3:22])[C:19]([NH:16][C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:8]=3[C:9]=2[CH:1]=1)=[O:20]

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 57890287HCID 57890287, compound

Product 1

HCID 24897428HCID 24897428, compoundYield 49.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the procedure of Example 1, 6,7,8,9,10,11-Hexahydro-benzo[b]-cycloocta[d]furan-2-ylamine (1.1 g, 5.0 mmol) and trimethylacetyl chloride (0.68 mL, 5.5 mmol) in pyridine (10 mL) provided 2,2-dimethyl-N-[6,7,8,9,10,11-hexahydro-benzo[b]-cycloocta[d]-furan-2-yl]propionamide (0.74 g). Mp 189-190° C.; MS (FAB) m/z 300 ([M+H]+); Anal. Calcd. for C19H25NO2: C, 76.22; H, 8.42; N, 4.68; Found: C, 76.57; H, 8.38; N, 4.62.

Sources & evidence

ORD record
ord-39995371748c49668cfbd2f0ea090f6f
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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