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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025692Generated: November 1, 2026

Methylamine → HCID 59556067, compound

https://huagongshe.com/reaction/1025692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 15023906HCID 15023906—
SolventDimethylformamideHCID 6228—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 59556067HCID 5955606770.4%

Reaction Steps

4-(8-Hydroxy-1,4-dioxaspiro[4.5]dec-8-yl)benzoic acid (560 mg, 2 mmol), methylamine (1.2 mL, 2.0 M THF solution), BOP reagent (1.07 g, 2.4 mmol) and 0.8 mL (6 mmol) of triethylamine were dissolved in 15 mL of DMF at room temperature. The reaction mixture was stirred at r.t. overnight. Direct chromatography on silica gel (flash chromatography grade) with 50% ethyl acetate-hexane gave 410 mg (70%) of the desired product: 1H NMR (CDCl3) δ 7.76 (2 H, d, J=11.2 Hz), 7.56 (2 H, d, J=10.9 Hz), 5.01 (H, s), 3.90 (4 H, s), 3.37 (3 H, s), 2.80-2.75 (2 H, m), 2.60-2.45 (2 H, m), 1.95-1.90 (2 H, m), 1.63-1.52 (2 H, m); MS: 292 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729063B2
Source datasetuspto-grants-2014_05
ORD IDord-5971d11f60004489872bce31a4ccc64b
Source noteuspto-grants-2014_05