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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507436Generated: October 26, 2026

Benzaldehyde → Methyl 2-phenyl-2-[(phenylmethylene)amino]acetate

https://huagongshe.com/reaction/507436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantTriethylamineHCID 8471—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantMethyl 2-amino-2-phenylacetate hydrochlorideHCID 12247454—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-phenyl-2-[(phenylmethylene)amino]acetateHCID 371405296.8%

Reaction Steps

To a solution of 8 (40.3 g, 0.2 mol) in dichloromethane (600 mL) was added triethyl amine (24.24 g, 0.24 mol) dropwise. After stirring for 30 min, benzaldehyde (21.2 g, 0.2 mol) was added dropwise, followed by the addition of MgSO4 (240 g, 2 mol). The mixture was stirred overnight. After filtration, the filtrate was evaporated to give compound 9 (49 g, 96.8%). 1H NMR (400 MHz, CDCl3) δ 3.72 (s, 3 H), 5.22 (s, 1 H), 7.30-7.39 (m, 6 H), 7.53-7.56 (m, 2 H), 7.82-7.85 (m, 2 H), 8.34 (s, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786163B2
Source datasetuspto-grants-2010_08
ORD IDord-52e801dd110043ddb5e7bbd0ebaead9c
Source noteuspto-grants-2010_08