Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170857Generated: October 27, 2026

5-tert-Butylisophthalic acid → HCID 67169759, compound

https://huagongshe.com/reaction/2170857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-tert-Butylisophthalic acidHCID 75379—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant4-(4-Chlorophenoxy)piperidine hydrochlorideHCID 17749791—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67169759HCID 6716975972.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 4-(4-chlorophenoxy)piperidine hydrochloride (100 mg, 0.40 mmol), 5-(tert-butyl)isophthalic acid (358 mg, 1.61 mmol), and N,N-diisopropylethylamine (0.28 mL, 1.61 mmol) in N,N-dimethylformamide (3 mL) was add HBTU (183 mg, 0.48 mmol) at room temperature. After stirring at 60° C. for 2 hours, the mixture was poured into water (5 mL). This was extracted with ethyl acetate (5 mL) and washed with water (5 mL). The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (eluting with dichloromethane/methanol=7:1) to give 121 mg (72% yield) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051296B2
Source datasetuspto-grants-2015_06
ORD IDord-e988219f2f014492b0c641ee65198991
Source noteuspto-grants-2015_06