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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370091Generated: October 30, 2026

Sodium Hydroxide → Codeine

https://huagongshe.com/reaction/2370091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantCodeine phosphate hydrateHCID 9953630—
SolventWaterHCID 962—
ProductCodeineHCID 528437178.2%

Reaction Steps

1 g (2.52 mmol) of codeine phosphate was dissolved in 60 mL of water and then 30% NaOH solution was added dropwise until the pH of the solution reached 10. Codeine free base precipitated out at this pH. Codeine free base was extracted with chloroform 5 times from the aqueous layer. Chloroform layers were combined, dried over anhydrous Na2SO4, filtered and then concentrated under vacuum to get 0.59 g (78% yield) of codeine free base as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710069B2
Source datasetuspto-grants-2014_04
ORD IDord-91f40f7b643845b58213dfb8295f84a1
Source noteuspto-grants-2014_04