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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2395852Generated: 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/2395852

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 numberUS05489686
Source datasetuspto-grants-1996_02
ORD IDord-9f3f5af691794db9a87ebf8d0dcff306
Source noteuspto-grants-1996_02