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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191008Generated: November 1, 2026

Acetic Acid → HCID 24693315, compound

https://huagongshe.com/reaction/1191008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthanamine, 2,2,2-trifluoro-HCID 9773—
Reactant4-CyanobenzaldehydeHCID 66042—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
ProductHCID 24693315HCID 2469331592%

Reaction Steps

Add sodium cyanoborohydride (957 mg, 15.24 mmol) to a stirred solution of 4-cyanobenzaldehyde (500 mg, 3.81 mmol), 2,2,2-trifluoroethylamine (0.3 mL, 3.81 mmol) and acetic acid (0.44 mL, 7.62 mmol) in methanol (5 mL). Stir the mixture overnight at room temperature. Partition the mixture between 1N aqueous NaOH and DCM. Extract the aqueous phase twice with DCM. Dry the combined organic extracts over MgSO4, filter and concentrate in vacuo to obtain the desired intermediate (749 mg, 92%) suitable for use without further purification. MS (ES+) m/z: 215 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680091B2
Source datasetuspto-grants-2014_03
ORD IDord-7161088949e94bfcbc4cecc7b8d58495
Source noteuspto-grants-2014_03