Triethylsilane → Ethyl 2-[2-bromo-4-(2-bromoethyl)phenoxy]acetate

HRID 1862601ノート

反応式

HRID 1862601 の反応式
[Br:1][C:2]1[CH:14]=[C:13]([C:15](=O)[CH2:16][Br:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Br:1][C:2]1[CH:14]=[C:13]([CH2:15][CH2:16][Br:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 18620130Ethyl 2-[2-bromo-4-(2-bromoacetyl)phenoxy]acetate

生成物 1

HCID 15895328Ethyl 2-[2-bromo-4-(2-bromoethyl)phenoxy]acetate収率 90.1%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
50 °C

実験手順

To a solution of ethyl 2-[2-bromo-4-(2-bromoacetyl)phenoxy]acetate (2.12 g) in trifluoroacetic acid (4.29 ml) was added triethylsilane (2.67 ml), and the mixture was stirred for 1 hour at 50° C. After concentration of the reaction mixture under reduced pressure, purification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1) gave ethyl 2-[2-bromo-4-(2-bromoethyl)phenoxy]acetate (1.84 g).

後処理

  1. customAfter concentration of the reaction mixture under reduced pressure, purification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-b4083cb0c299407db04e764c7c9fb9a7
出典データセット
uspto-grants-2003_03
特許番号
US06538152B1

反応ノート

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