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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497718Generated: October 30, 2026

Acetic Acid → HCID 117600146, compound

https://huagongshe.com/reaction/1497718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethylamineHCID 6329—
ReactantTetrahydrofuranHCID 8028—
Reactant5-Bromo-2-hydroxybenzophenoneHCID 229009—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventDichloromethaneHCID 6344—
ProductHCID 117600146HCID 117600146—

Reaction Steps

(5-Bromo-2-hydroxy-phenyl)-phenyl-methanone (1.00 g, 3.536 mmol), 4 Å molecular sieves (1 g), and DCM are mixed then methylamine in THF (8.84 mL, 2M, 17.682 mmol) is added to followed by p-toluenesulfonic acid in acetic acid (0.474 mL, 12%, 0.354 mmol). Sodium triacetoxyborohydride (4.20 g, 19.80 mmol) is added in three separate portions. The mixture is quenched with saturated Na2CO3 solution and extracted with EtOAc. The organic phase is dried over Na2SO4 and the solvent removed on a rotary evaporator. This provides the desired compound which is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199988B2
Source datasetuspto-grants-2015_12
ORD IDord-1d5a700d584c4886bb2c28afd074fad7
Source noteuspto-grants-2015_12