Acryloyl chloride → 1,1,1-Trifluoro-2-trifluoromethyl-2-hydroxy-4-methyl-5-pentyl acrylate

HRID 500058

反応式

HRID 500058 の反応式
[F:1][C:2]([F:14])([F:13])[C:3]([C:9]([F:12])([F:11])[F:10])([OH:8])[CH2:4][CH2:5][CH2:6][OH:7].C[Li].[CH2:17]([Li])CCC.[C:22](Cl)(=[O:25])[CH:23]=[CH2:24].C(Cl)(=O)C(C)=C>>[C:22]([O:7][CH2:6][CH:5]([CH3:17])[CH2:4][C:3]([C:9]([F:10])([F:11])[F:12])([OH:8])[C:2]([F:13])([F:14])[F:1])(=[O:25])[CH:23]=[CH2:24]

参加物

6

反応物 5

HCID 13140Acryloyl chlorideHCID 13528Methacryloyl chlorideHCID 218953625,5,5-Trifluoro-4-(trifluoromethyl)pentane-1,4-diolHCID 178418339ButyllithiumHCID 178418348HCID 178418348、化合物

生成物 1

HCID 589998361,1,1-Trifluoro-2-trifluoromethyl-2-hydroxy-4-methyl-5-pentyl acrylate収率 86%

実験手順

1,1,1-Trifluoro-2-trifluoromethyl-2-hydroxy-4-methyl-5-pentyl acrylate was synthesized according to the method of Example 4 but substituting (a) 60 g (0.25 mol) of 1,1,1-trifluoro-2-trifluoromethyl-4-methyl-2,5-pentanediol (2) for diol (4), (b) 311 mL (0.497 mol) of methyllithium (1.6M in ether) for the n-butyllithium, and (c) 22.3 g (0.248 mol) of acryloyl chloride for the methacryloyl chloride, to yield 58 g (86%) of the title compound as a clear colorless oil.

後処理

  1. custom1,1,1-Trifluoro-2-trifluoromethyl-2-hydroxy-4-methyl-5-pentyl acrylate was synthesized

出典と根拠

ORDレコード
ord-93decf45e0204c098bca0e169fb3c16c
出典データセット
uspto-grants-2010_08
特許番号
US07767866B2

関連ノート

読み込み中…