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HRID 361606作成日:2026年10月26日

1,2,3,4-Tetrahydroisoquinoline → 3,4-Dihydroisoquinoline-2(1H)-carbonyl chloride

https://huagongshe.com/reaction/361606

反応式

関与物質

役割名称HCID仕込み量
反応物1,2,3,4-TetrahydroisoquinolineHCID 7046—
反応物TriphosgeneHCID 94429—
溶媒DichloromethaneHCID 6344—
溶媒TriethylamineHCID 8471—
生成物3,4-Dihydroisoquinoline-2(1H)-carbonyl chlorideHCID 21890571282.7%

反応手順

A solution of 1.47 g of bis(trichloromethyl) carbonate in 10 ml of methylene chloride was added dropwise within 20 min. to a solution of 2 g of 1,2,3,4-tetrahydro-isoquinoline in 30 ml of methylene chloride and 2.5 ml of triethylamine under argon at 0° C. The reaction mixture was stirred at room temperature for 2 h., then diluted with 50 ml of methylene chloride and washed with 50 ml of water, 50 ml of a 5% hydrochloric acid solution, 50 ml of a saturated sodium hydrogen carbonate solution and 50 ml of a saturated sodium chloride solution. The organic phases were dried over magnesium sulfate, concentrated, and the residue was dried at room temperature and about 12 mbar. 2.74 g (94%) of 3,4-dihydro-1H-isoquinoline-2-carbonyl chloride were obtained as a pale orange oil. MS (EI): 195M30 .

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05866583
出典データセットuspto-grants-1999_02
ORD IDord-41a2039246764993a9e3a2ae5f88e775
出典メモuspto-grants-1999_02