Chloroiodomethane → Methyl 3-(cyclopropylmethyl)benzoate

HRID 1510122노트

반응식

HRID 1510122 반응식
[CH2:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])[CH:2]=[CH2:3].I[CH2:15]Cl.C([Zn]CC)C>ClC(Cl)C>[CH:2]1([CH2:1][C:4]2[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=2)[C:7]([O:9][CH3:10])=[O:8])[CH2:15][CH2:3]1

참가 물질

5

반응물 3

HCID 11644ChloroiodomethaneHCID 10559182Methyl 3-allylbenzoateHCID 178418750HCID 178418750, 화합물

생성물 1

HCID 57336624Methyl 3-(cyclopropylmethyl)benzoate

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of methyl 3-allylbenzoate (8.39 g, 47.6 mmol) in dichloroethane (100 mL) was added iodochloromethane (26.9 mL, 152 mmol). The solution was cooled to 0° C. and diethyl zinc (1.0 M in heptanes, 76.2 mL, 76.2 mmol) was added. The cooling bath was removed and the reaction was stirred at rt for 30 min. The reaction mixture was quenched with 1N HCl, extracted with methylene chloride (three times), dried with MgSO4 and concentrate under vacuum to afford the desired product.

후처리

  1. customThe cooling bath was removed
  2. customThe reaction mixture was quenched with 1N HCl
  3. extractionextracted with methylene chloride (three times)
  4. dry with materialdried with MgSO4
  5. concentrationconcentrate under vacuum

출처 및 근거

ORD 기록
ord-064ca65b15a64e30a280984b8a9e73a6
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211904B2

반응 노트

불러오는 중…