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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623988Generated: October 30, 2026

Trifluoroacetic acid → 2-Azatricyclo[3.3.1.13,7]dec-5-ylmethanol

https://huagongshe.com/reaction/623988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 5-(hydroxymethyl)-2-azatricyclo[3.3.1.13,7]decane-2-carboxylateHCID 89720512—
SolventDichloromethaneHCID 6344—
Product2-Azatricyclo[3.3.1.13,7]dec-5-ylmethanolHCID 8971496197%

Reaction Steps

To a 50 mL RB flask fitted with magnetic stirrer tert-butyl 5-(hydroxymethyl)-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-15 (0.12 g, 0.45 mmol) in DCM (5 mL) was added. The reaction mixture was cooled to 00° C. followed by addition of trifluoroacetic acid (0.26 g, 2.2 mmol). This mixture was stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) reaction mixture was concentrated followed by trituration with mixture of hexane:ether (1:1) to give Intermediate-16 (0.12 g, yield=97%) as an oily mass.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303016B2
Source datasetuspto-grants-2016_04
ORD IDord-6c7fcacb72004c15958373698836343f
Source noteuspto-grants-2016_04