Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853429Generated: October 31, 2026

Hydrochloric Acid → 2-Oxatricyclo[3.3.1.13,7]decane-1-carboxylic acid

https://huagongshe.com/reaction/1853429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 13617741HCID 13617741—
SolventMethanol--water (1/1)HCID 22242641—
Product2-Oxatricyclo[3.3.1.13,7]decane-1-carboxylic acidHCID 6685168083.6%

Reaction Steps

To a solution of Example 54A (2.5 g, 12.6 mmol) in methanol/water (1:1, 100 mL), 5 N aqueous NaOH (3.8 mL, 19 mmol) was added. The mixture was stirred at room temperature for 3 hours and then extracted with dichloromethane to remove un-reacted starting material. The aqueous layer was acidified (pH˜2) with 6 N aqueous HCl and then extracted with dichloromethane. The combined acidic extracts were dried (Na2SO4), filtered, and concentrated under reduced pressure to afford 1.92 g of the title compound. MS (ESI+) m/z 183 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962639B2
Source datasetuspto-grants-2015_02
ORD IDord-b7116422d2cf42b1885b62839838970d
Source noteuspto-grants-2015_02