Lithium iodide → tert-Butyl 3-(iodomethyl)azetidine-1-carboxylate

HRID 2174935ノート

反応式

HRID 2174935 の反応式
S(O[CH2:12][CH:13]1[CH2:16][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:14]1)(C1C=CC(C)=CC=1)(=O)=O.[I-:24].[Li+]>CC(C)=O.C(OCC)(=O)C>[C:20]([O:19][C:17]([N:15]1[CH2:16][CH:13]([CH2:12][I:24])[CH2:14]1)=[O:18])([CH3:23])([CH3:22])[CH3:21]

参加物

5

反応物 2

HCID 66321Lithium iodideHCID 56777214Tert-butyl 3-(tosyloxymethyl)azetidine-1-carboxylate

生成物 1

HCID 53249943tert-Butyl 3-(iodomethyl)azetidine-1-carboxylate収率 94.8%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
35 °C

実験手順

To a solution of 1.94 g of tert-butyl 3-[(tosyloxy)methyl]azetidin-1-carboxylate in 15.5 ml acetone were added 837 mg of lithium iodide and the reaction mixture was stirred for 16 hours at 35° C. After cooling, it was diluted with 200 ml ethyl acetate and the organic phase washed twice with 30 ml portions of water and once with 20 ml saturated sodium chloride solution. After drying over sodium sulphate and filtration, this was concentrated in vacuo. In this manner, 1.6 g of tert-butyl-3-(iodomethyl)azetidin-1-carboxylate were obtained, which was further reacted without purification.

後処理

  1. temperatureAfter cooling
  2. washthe organic phase washed twice with 30 ml portions of water and once with 20 ml saturated sodium chloride solution
  3. dry with materialAfter drying over sodium sulphate and filtration
  4. concentrationthis was concentrated in vacuo

出典と根拠

ORDレコード
ord-2d3315b473c34b7d8b7f49eb97bd8fb5
出典データセット
uspto-grants-2015_06
特許番号
US09062041B2

反応ノート

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