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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604934Generated: October 31, 2026

Sodium Hydroxide → HCID 67038217, compound

https://huagongshe.com/reaction/604934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPiperidin-4-olHCID 79341—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 22135779HCID 22135779—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
ProductHCID 67038217HCID 6703821758.8%

Reaction Steps

To a solution of 4-(4-methylsulfonylaminophenoxy)benzaldehyde (2.50 g) in dimethyl formamide (25 mL) were added 4-hydroxypiperidine (1.74 g) and acetic acid (2.5 mL), and the solution was stirred. To the reaction solution was added sodium triacetoxyborohydride (2.18 g) and the solution was stirred for 2 days. After finishing the reaction, the reaction solution was neutralized with 2N aqueous solution of sodium hydroxide and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (methylene chloride:methanol=10:1) to give the title compound (1.90 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910741B2
Source datasetuspto-grants-2011_03
ORD IDord-48ffba16f05c4d1c95a98a17021d7c90
Source noteuspto-grants-2011_03