Thionyl Chloride → 2-[6-(3-[1-Adamantyl]-4-methoxyphenyl)-2-naphthyl]-2-chloro-acetonitrile

HRID 860570노트

반응식

HRID 860570 반응식
[C:1]12([C:11]3[CH:12]=[C:13]([C:19]4[CH:20]=[C:21]5[C:26](=[CH:27][CH:28]=4)[CH:25]=[C:24]([CH:29](O)[C:30]#[N:31])[CH:23]=[CH:22]5)[CH:14]=[CH:15][C:16]=3[O:17][CH3:18])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.O=S(Cl)[Cl:35]>C(Cl)(Cl)Cl.CN(C=O)C>[C:1]12([C:11]3[CH:12]=[C:13]([C:19]4[CH:20]=[C:21]5[C:26](=[CH:27][CH:28]=4)[CH:25]=[C:24]([CH:29]([Cl:35])[C:30]#[N:31])[CH:23]=[CH:22]5)[CH:14]=[CH:15][C:16]=3[O:17][CH3:18])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 865860482-[6-(3-[1-Adamantyl]-4-methoxyphenyl)-2-naphthyl]-2-hydroxy-acetonitrile

생성물 1

HCID 695836662-[6-(3-[1-Adamantyl]-4-methoxyphenyl)-2-naphthyl]-2-chloro-acetonitrile

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6212Chloroform용매

실험 절차

To a solution of 2-[6-(3-[1-adamantyl]-4-methoxyphenyl)-2-naphthyl]-2-hydroxy-acetonitrile, (0.314 mg, 0.74 mmol) in anhydrous chloroform (10 mL) were added SOCl2 (0.17 mL, 2.23 mmol) and DMF (3 drops). The reaction mixture was heated under reflux for 40 minutes before it was allowed to cool down, washed with water, saturated NaHCO3, brine to give 2-[6-(3-[1-adamantyl]-4-methoxyphenyl)-2-naphthyl]-2-chloro-acetonitrile that was used without further purification.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 40 minutes before it
  3. temperatureto cool down
  4. washwashed with water, saturated NaHCO3, brine

출처 및 근거

ORD 기록
ord-8ddf299b0cd947d4b08f2a24c85bf8ea
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153875B2

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