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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260080Generated: October 23, 2026

Sodium Hydroxide → 2-Diphenylacetyl-6-methoxy-5-(4-methoxy-3-methyl-benzyloxy)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid

https://huagongshe.com/en/reaction/260080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(RS)-2-(Diphenylacetyl)-1,2,3,4-tetrahydro-6-methoxy-5-[(4-methoxy-3-methylphenyl)methoxy]-3-isoquinolinecarboxylic acid, ethyl esterHCID 15230314—
SolventMethanolHCID 887—
Product2-Diphenylacetyl-6-methoxy-5-(4-methoxy-3-methyl-benzyloxy)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acidHCID 22402434—

Reaction Steps

This compound is prepared by a hydrolysis of the ester from Example 34 as follows: a solution of 0.50 g (0.86 mmole) of the ester, 50 mL of methanol, and 2.0 mL of 1N sodium hydroxide is maintained at reflux for 15 minutes. The methanol is removed, water (30 mL) is added, and 1.0 mL of glacial acetic acid is added to precipitate the gummy product. Purification by silica gel chromatography eluting with 5% methanol-chloroform gives pure product; mp 140°-142° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05525614
Source datasetuspto-grants-1996_06
ORD IDord-799a8eeae5f74a638d99478050b6a604
Source noteuspto-grants-1996_06