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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156697Generated: October 26, 2026

Isovaleryl chloride → 3-(Isovaleryloxy)-4-(2-chloro-3-methoxy-4-methylbenzoyloxy)phenyl isopropylaminomethyl ketone

https://huagongshe.com/reaction/1156697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsovaleryl chlorideHCID 66054—
ReactantPhenolate SodiumHCID 4445035—
ReactantSodium MethoxideHCID 10942334—
Reactant3-Hydroxy-4-(2-chloro-3-methoxy-4-methylbenzoyloxy)phenyl isopropylaminomethyl ketoneHCID 20535380—
Product3-(Isovaleryloxy)-4-(2-chloro-3-methoxy-4-methylbenzoyloxy)phenyl isopropylaminomethyl ketoneHCID 20535358—

Reaction Steps

Following a procedure similar to that described in Example 2A above, when 3-hydroxy-4-(2-chloro-3-methoxy-4-methylbenzoyloxy)phenyl isopropylaminomethyl ketone is interacted with one equivalent of sodium methoxide and the resulting sodium phenolate salt is reacted with isovaleryl chloride there is obtained 3-(isovaleryloxy)-4-(2-chloro-3-methoxy-4-methylbenzoyloxy)phenyl isopropylaminomethyl ketone; and by interaction of this base with hydrochloric acid there is obtained the hydrochloride salt. When this hydrochloride is catalytically hydrogenated, using a procedure similar to that described above in Example 2B, there is obtained 3-(isovaleryloxy)-4-(2-chloro-3-methoxy-4-methylbenzoyloxy)-alpha-(isopropylaminomethyl)benzyl alcohol hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04336400
Source datasetuspto-grants-1982_06
ORD IDord-5e08351ea3fb4e578c62a43e779e6b29
Source noteuspto-grants-1982_06