Diisopropylethylamine → HCID 59643248, 화합물

HRID 2251475노트

반응식

HRID 2251475 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 59643248HCID 59643248, 화합물수율 51.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-dbf12498bfc5464d97f156fbd8d71744
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07319104B2

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