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

HRID 15007노트

반응식

HRID 15007 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-8454a3519b8643b0b2e99e7fc262de07
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732443B2

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