1-Chloro-4-(chloromethyl)benzene → HCID 2838484、化合物

HRID 279283ノート

反応式

HRID 279283 の反応式
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[NH:19]1[CH2:29][CH2:28][CH2:27][CH:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:20]1>CC#N>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:19]2[CH2:29][CH2:28][CH2:27][CH:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:20]2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 81531DiisopropylethylamineHCID 98969Ethyl nipecotate

生成物 1

HCID 2838484HCID 2838484、化合物収率 98.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

4-Chlorobenzyl chloride (6.42 g, 39.9 mmol) and iPr2NEt (7.74 g, 40.0 mmol) were added to a solution of ethyl nipecotate (6.29 g, 40.0 mmol) in CH3CN (15 mL). The reaction mixture was stirred at 70° C. for 1.5 h. The solvent was removed under reduced pressure. Saturated aqueous NaHCO (50 mL) was added to the residue and the mixture was extracted with EtOAc (100 mL). The organic phase was washed with saturated aqueous NaHCO3 and brine, and dried over Na2SO4. The solvent was removed under reduced pressure to afford ethyl 1-(4-chlorobenzyl)nipecotate as a red yellow oil (11.025 g, 97.8%) used without further purification. The purity was determined by RPLC/MS (97%); ESI/MS m/e 382.2 (M++H, C15H23ClNO2).

後処理

  1. customThe solvent was removed under reduced pressure
  2. additionSaturated aqueous NaHCO (50 mL) was added to the residue
  3. extractionthe mixture was extracted with EtOAc (100 mL)
  4. washThe organic phase was washed with saturated aqueous NaHCO3 and brine
  5. dry with materialdried over Na2SO4
  6. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-4c4c25d3feb94b35a25fec54be341d8a
出典データセット
uspto-grants-2002_03
特許番号
US06362177B1

反応ノート

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