3,3-Dimethylbutanoyl chloride → HCID 24897427, compound

HRID 1819898Notes

Reaction equation

HRID 1819898 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]([CH2:21][C:22](Cl)=[O:23])([CH3:20])([CH3:19])[CH3:18]>N1C=CC=CC=1>[CH3:18][C:17]([CH3:20])([CH3:19])[CH2:21][C:22]([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:23]

Participants

4

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 57890287HCID 57890287, compound

Product 1

HCID 24897427HCID 24897427, compoundYield 56.8%

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 t-butylacetyl chloride (0.77 mL, 5.5 mmol) in pyridine (10 mL) provided 3,3-dimethyl-N-[6,7,8,9,10,11-hexahydro-benzo[b]-cycloocta[d]furan-2-yl]butyramide (0.89 g). Mp 157-158° C.;MS (El) m/z 314.2 ([M+H]+); Anal. Calcd. for C20H27NO2: C, 76.64; H, 8.68; N, 4.47; Found: C, 76.71; H, 8.81; N, 4.45.

Sources & evidence

ORD record
ord-36c06e4e7e004cfa98489a1596035647
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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