Chloroiodomethane → Methyl 3-(cyclopropylmethyl)benzoate

HRID 1510122ノート

反応式

HRID 1510122 の反応式
[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

参加物

5

反応物 3

HCID 11644ChloroiodomethaneHCID 10559182Methyl 3-allylbenzoateHCID 178418750HCID 178418750、化合物

生成物 1

HCID 57336624Methyl 3-(cyclopropylmethyl)benzoate

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-064ca65b15a64e30a280984b8a9e73a6
出典データセット
uspto-grants-2012_07
特許番号
US08211904B2

反応ノート

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