Imidazole → Methyl 3-[3-(iodomethyl)phenyl]propanoate

HRID 15007ノート

反応式

HRID 15007 の反応式
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[I:20]I.N1C=CN=C1.[CH3:27][O:28][C:29](=[O:40])[CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([CH2:38]O)[CH:33]=1>ClCCCl>[CH3:27][O:28][C:29](=[O:40])[CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([CH2:38][I:20])[CH:33]=1

参加物

6

反応物 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 59794668Methyl 3-[3-(hydroxymethyl)phenyl]propanoate

生成物 1

HCID 59794677Methyl 3-[3-(iodomethyl)phenyl]propanoate収率 81%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

実験手順

A mixture of Ph3P (36 mg, 0.14 mmol), I2 (41 mg, 0.16 mmol) and imidazole (10.5 mg, 0.15 mmol) in 0.40 mL 1,2-dichloroethane was stirred for 15 min. and then a solution of 18 (20.5 mg, 0.11 mmol) in 0.1 mL 1,2-dichloroethane was added by cannula. The resulting mixture was stirred for 1 h and then was filtered through basic alumina, washing with ethyl acetate. The filtrate was evaporated and the residue was purified by flash chromatography on silica gel to give compound 19 (26 mg, 81%).

後処理

  1. stirringThe resulting mixture was stirred for 1 h
  2. filtrationwas filtered through basic alumina
  3. washwashing with ethyl acetate
  4. customThe filtrate was evaporated
  5. customthe residue was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-8454a3519b8643b0b2e99e7fc262de07
出典データセット
uspto-grants-2010_06
特許番号
US07732443B2

反応ノート

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