Pivaloyl chloride → HCID 24899191, compound

HRID 1819874Notes

Reaction equation

HRID 1819874 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].[CH3:16][C:17]([CH3:22])([CH3:21])[C:18](Cl)=[O:19]>N1C=CC=CC=1>[CH3:16][C:17]([CH3:22])([CH3:21])[C:18]([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:19]

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 128848837,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine

Product 1

HCID 24899191HCID 24899191, compoundYield 84.1%

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 trimethylacetyl chloride (0.68 mL, 5.5 mmol) in pyridine (10 mL) provided 2,2-dimethyl-N-(6,7,8,9-tetrahydro-5H-10-oxa-benzo[a]azulen-3-yl)-propionamide (1.2 g). Mp 208-209° C.; Anal. Calcd. for C18H23NO2: C, 75.76; H, 8.12; N, 4.91; Found: C, 76.06; H, 8.03; N, 4.94.

Sources & evidence

ORD record
ord-46b835dd7daa4512b8be3bb788881edc
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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