3,3-Dimethylbutanoyl chloride → HCID 24899954, compound

HRID 1819873Notes

Reaction equation

HRID 1819873 reaction equation
[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH2:15].[C:16]([CH2:20][C:21](Cl)=[O:22])([CH3:19])([CH3:18])[CH3:17]>N1C=CC=CC=1>[CH3:17][C:16]([CH3:19])([CH3:18])[CH2:20][C:21]([NH:15][C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:8]=3[C:9]=2[CH:1]=1)=[O:22]

Participants

4

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 128848837,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine

Product 1

HCID 24899954HCID 24899954, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the procedure of Example 1, 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine (1.0 g, 5.0 mmol) and t-butylacetyl chloride (0.74 mL, 5.5 mmol) in pyridine (10 mL) provided 3,3-dimethyl-N-[7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-yl]butyramide (0.92 g). Mp 182-183° C.; Anal. Calcd. for C19H25NO2: C, 76.22; H, 8.42; N, 4.68; Found: C, 76.13; H, 8.28; N, 4.71.

Sources & evidence

ORD record
ord-b43e1faed662420c9692306aaecbe80d
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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