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HRID 445468作成日:2026年10月25日

Hydrochloric Acid → HCID 178486758、化合物

https://huagongshe.com/reaction/445468

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Ethyl formateHCID 8025—
反応物Sodium ethoxideHCID 2723922—
反応物1-(2-Amino-4-(benzyloxy)-5-methoxyphenyl)ethanoneHCID 22667147—
溶媒WaterHCID 962—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物HCID 178486758HCID 17848675872.4%

反応手順

Sodium ethoxide (74.8 g, 1.1 mol) was added to a solution of 1-(2-amino-4-benzyloxy-5-methoxyphenyl)ethanone (29.3 g, 108 mmol) in DME (700 mL) and stirred for 30 min. Ethyl formate (44 mL, 540 mmol) was added and the mixture was stirred overnight (in case of incomplete reaction, additional sodium ethoxide can be added and the reaction monitored by LC/MS). After the reaction was complete, the mixture was diluted with water (40 mL) and acidified to neutral pH with 1M HCl. The solid was filtered, washed with water and dried to afford 7-benzyloxy-6-methoxyquinolin-4-ol (22 g, 72%). 1H NMR (400 MHz, CDCl3): δ 10.7 (br s, 1H), 7.70 (s, 1H), 7.49-7.46 (t, 1H), 7.43-7.41 (br d, 2H), 7.37-7.33 (t, 2H), 7.30-7.28 (d, 1H), 6.84 (s, 1H), 6.21-6.19 (d, 1H), 5.21 (s, 2H), 3.96 (s, 3H). LC/MS (M+H=282).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08476298B2
出典データセットuspto-grants-2013_07
ORD IDord-10a4f52c565f43579cabea06b2d425bb
出典メモuspto-grants-2013_07