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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006175Generated: October 31, 2026

Phosphorus oxychloride → 7-Benzyloxy-6-bromo-4-chloro-2-methyl-quinoline

https://huagongshe.com/reaction/1006175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant7-Benzyloxy-6-bromo-2-methyl-quinolin-4-olHCID 178428796—
Product7-Benzyloxy-6-bromo-4-chloro-2-methyl-quinolineHCID 2205455486.6%

Reaction Steps

7-Benzyloxy-6-bromo-2-methyl-quinolin-4-ol (25.0 g, 72.6 mmol) and phosphorous oxychloride (70 mL, 0.764 mol) were heated 40 min at 130° C. and then cooled down to room temperature. Phosphorous oxychloride was evaporated under high vacuum. Ice water was added and the pH of this solution was adjusted to 9 with ammonium hydroxide. The suspension was extracted with dichloromethane. The combined organic layers were dried under vacuum. 22.8 g of the title compound were obtained. Brown solid, ISP-MS: m/e=364.0 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787558B2
Source datasetuspto-grants-2004_09
ORD IDord-b950ed5933c24f2db0b84a05d7a6add8
Source noteuspto-grants-2004_09