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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433160Generated: November 2, 2026

Triethylamine → 1-(1-Acetyl-6-benzyloxy-3-methyl-1H-indol-5-yl)-ethanone

https://huagongshe.com/reaction/1433160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantN-(4-Acetyl-5-benzyloxy-2-bromo-phenyl)-N-allyl-acetamideHCID 57934833—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product1-(1-Acetyl-6-benzyloxy-3-methyl-1H-indol-5-yl)-ethanoneHCID 5793484354%

Reaction Steps

A solution of N-(4-acetyl-5-benzyloxy-2-bromo-phenyl)-N-allyl-acetamide (0.662 g, 1.65 mmol), P(o-tolyl)3 (0.028 g, 0.092 mmol) and triethylamine (0.34 ml, 2.24 mmol) in MeCN (15 ml) was flushed with nitrogen, followed by the addition of a Pd(OAc)2 (0.005 g). The reaction was microwaved for 500 sec. at 150° C. The crude mixture was diluted with EtOAc, washed with water and dried over MgSO4. Purification by column chromatography in hexane/EtOAc (1:1) afforded (0.283 g, 54%) a cream solid. LC/MS: RT=2.742 min. 322 (MH+), 344 (MNa+), 280 (MH+-Ac).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612201B2
Source datasetuspto-grants-2009_11
ORD IDord-df7fb2c0567241dcb0490c145ab4a670
Source noteuspto-grants-2009_11