Diisopropylethylamine → HCID 59643248、化合物

HRID 2251475ノート

反応式

HRID 2251475 の反応式
[NH2:1][CH2:2][CH2:3][C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]([CH3:15])([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1.CCN(C(C)C)C(C)C.[F:27][C:28]([F:42])([F:41])[C:29]1[CH:36]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:34]=[CH:33][C:30]=1[CH2:31]Br>ClCCl>[F:27][C:28]([F:41])([F:42])[C:29]1[CH:36]=[C:35]([C:37]([F:40])([F:38])[F:39])[CH:34]=[CH:33][C:30]=1[CH2:31][NH:1][CH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]([CH3:15])([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:16][CH:17]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 5188712,4-Bis(trifluoromethyl)benzyl bromideHCID 21320401Methyl 2-[4-(2-aminoethyl)phenoxy]-2-methylpropanoate

生成物 1

HCID 59643248HCID 59643248、化合物収率 51.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of methyl 2-[4-(2-aminoethyl)phenoxy]-2-methylpropanoate (Biochim. Biophys. Acta 1997, 1339 (2), 321–330) (2 g; 8.44 mmol) in dichloromethane (20 ml) was treated with DIEA (1.47 ml; 8.44 mmol) and 2,4-bis-trifluoromethyl-benzyl bromide (2.59 g; 8.44 mmol). After stirring at rt overnight, the reaction mixture was concentrated and partitioned between ethyl acetate and saturated Na2CO3 solution. The organic phase was washed with Na2CO3 solution and brine, dried over sodium sulfate and concentrated. Purification by flash chromatography on silica gel using an ethyl acetate-hexane mixture (10–50%) afforded the title compound (2.0 g; 51% yield).

後処理

  1. concentrationthe reaction mixture was concentrated
  2. custompartitioned between ethyl acetate and saturated Na2CO3 solution
  3. washThe organic phase was washed with Na2CO3 solution and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customPurification by flash chromatography on silica gel using an ethyl acetate-hexane mixture (10–50%)

出典と根拠

ORDレコード
ord-dbf12498bfc5464d97f156fbd8d71744
出典データセット
uspto-grants-2008_01
特許番号
US07319104B2

反応ノート

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