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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989369Generated: October 30, 2026

Dimethylformamide dimethyl acetal → 6-Benzyloxy-3-(dimethylamino-methyleneamino)-7-methoxy-naphthalene-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/989369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantHCID 10156578HCID 10156578—
SolventTolueneHCID 1140—
Product6-Benzyloxy-3-(dimethylamino-methyleneamino)-7-methoxy-naphthalene-2-carboxylic acid tert-butyl esterHCID 1131646887.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

In a round bottom flask containing 10 mL of toluene is added 3-amino-6-benzyloxy-7-methoxynaphthalene-2-carboxylic acid tert-butyl ester (3.0 g, 7.9 mmol) and dimethylformamide dimethyl acetal (5.4 mL, 31.6 mmol) under a positive nitrogen flow. The mixture is stirred at 120° C. for 1.5 hour, then cooled to room temperature. The volatiles are removed under reduced pressure and the resulting residue dried in vacuo for 15 h to yield 3.0 g of 6-benzyloxy-3-(dimethylamino-methyleneamino)-7-methoxy-naphthalene-2-carboxylic acid tert-butyl ester as a dark oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06638929B2
Source datasetuspto-grants-2003_10
ORD IDord-c5b2c160ce0f434da17d361d81c8bac2
Source noteuspto-grants-2003_10