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HRID 709489作成日:2026年10月24日

Hydrochloric Acid → 2-{3-[2-(4-Trifluoromethyl-phenyl)-ethoxycarbonylmethyl]phenylsulfanylmethyl}-benzoic acid 2,2,2-trichloro-ethyl ester

https://huagongshe.com/ja/reaction/709489

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1-[4-(Trifluoromethyl)phenyl]ethan-1-olHCID 137186—
反応物2-(3-Carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl esterHCID 66864821—
反応物2-[3-(4-Trifluoromethyl-benzyloxycarbonylmethyl)-phenylsulfanylmethyl]-benzoic acid 2,2,2-trichloro-ethyl esterHCID 86650308—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒1,2-DichloroethaneHCID 11—
溶媒DichloromethaneHCID 6344—
溶媒Ethyl AcetateHCID 8857—
溶媒HeptaneHCID 8900—
生成物2-{3-[2-(4-Trifluoromethyl-phenyl)-ethoxycarbonylmethyl]phenylsulfanylmethyl}-benzoic acid 2,2,2-trichloro-ethyl esterHCID 8665031268%

反応手順

The titled compound was prepared according to the method described for 2-[3-(4-trifluoromethyl-benzyloxycarbonylmethyl)-phenylsulfanylmethyl]-benzoic acid 2,2,2-trichloro-ethyl ester above from 2-(3-carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester (168 mg, 0.387 mmol), 1-(4-trifluoromethyl-phenyl)-ethanol (88 mg, 0.465 mmol), EDC×HCl (111 mg, 0.581 mmol), DMAP (4.7 mg, 0.039 mmol) and DCM (4 mL). The crude was submitted to flash chromatography using heptane and EtOAc (90/10) as eluent to yield the titled compound (160 mg, 68%) as an oil; 1H NMR (400 MHz, CDCl3): δ 2.67 (dd, 2H), 3.23 (s, 2H), 4.03 (dd, 2H), 4.27 (s, 2H), 4.67 (s, 2H), 6.74 (br d, 1H), 6.85-6.99 (m, 6H), 7.06 (dd, 1H), 7.13 (dd, 1H), 7.22 (d, 2H), 7.79 (d, 1H); Mass spectrum: M−H+ 604.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09181181B2
出典データセットuspto-grants-2015_11
ORD IDord-6b2b1ab8453b4f2994c49a6560786302
出典メモuspto-grants-2015_11