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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733555Generated: October 31, 2026

Pivaloyl chloride → N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-2,2-dimethylpropionamide

https://huagongshe.com/reaction/733555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivaloyl chlorideHCID 62493—
Reactant6-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one hydrochlorideHCID 68419698—
ProductN-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-2,2-dimethylpropionamideHCID 57841357—

Reaction Steps

The titled compound was prepared following the procedure K using 6-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one hydrochloride and 2,2-dimethylpropanoyl chloride as a colorless oil (88%). 1H NMR (CDCl3, 300 MHz) δ 7.72 (d, J=2.5 Hz, 1H), 7.43 (m, 4H), 7.15 (m, 4H), 7.06 (dd, J=8.7, 2.5 Hz, 1H), 6.87 (d, J=8.7 Hz, 1H), 4.84 (s, 2H), 2.63 (t, J=7.7 Hz, 2H), 1.75 (s, 6H), 1.61 (m, 2H), 1.36 (m, 2H), 1.07 (s, 9H), 0.94 (t, J=7.4 Hz, 3H). M+ (ESI): 524.2. HPLC, Rt: 5.85 min (Purity: 99.5

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589232B2
Source datasetuspto-grants-2009_09
ORD IDord-bfc63ee949d64aa5a84fcbbeb943e219
Source noteuspto-grants-2009_09