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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809462Generated: October 31, 2026

Sodium t-butoxide → HCID 69812398, compound

https://huagongshe.com/reaction/1809462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 69809321HCID 69809321—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductHCID 69812398HCID 6981239868%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (C3) in dry toluene (0.28 M) was added sodium tert-butoxide (1.5 eq.), followed by dppf (0.075 eq.) and Pd(OAc)2 (5% mol). The reaction mixture was heated to 80° C. for 35 min. After cooling down, the reaction mixture was directly loaded to a silica gel column and purified by flash column chromatography on silica (EtOAc/Petroleum ether 1:9) to yield (68%) the title compound as yellow powder. 1H NMR (300 MHz, CDCl3, 300K) δ 8.59 (1H, s), 8.07 (2H, d, J=8.7 Hz), 7.83 (2H, d, J=8.5 Hz), 7.64 (1H, d, J=8.7 Hz), 7.32-7.28 (1H, m), 7.05-7.03 (1H, m), 4.99 (2H, s), 0.96 (9H, s), 0.13 (6H, s). MS (ES+)C21H25N3OSi required: 363, found: 364 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362030B2
Source datasetuspto-grants-2013_01
ORD IDord-c1dc09326fce44a58a72d958dad6d17c
Source noteuspto-grants-2013_01