Triethylamine → ethyl 6-[N'-(3-chlorophenyl)-N-piperazinyl]hexanoate

HRID 444668

反応式

HRID 444668 の反応式
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.C(N(CC)CC)C.Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>C1(C)C=CC=CC=1>[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 117544Ethyl 6-bromohexanoate

生成物 1

HCID 67128506ethyl 6-[N'-(3-chlorophenyl)-N-piperazinyl]hexanoate収率 59.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 1-(3-chlorophenyl)piperazine hydrochloride (12 g, 0.051 mol) in anhydrous toluene (250 ml) was added triethylamine (TEA) (15.6 ml, 0.112 mol) and ethyl 6-bromohexanoate (13.6 g, 0.061 mol) and the mixture heated at reflux for 4 hours. The mixture was then cooled to room temperature, washed with water (2×100 ml), brine (100 ml), dried over Na2SO4, filtered and concentrated to dryness. The residue obtained was purified by flash chromatography on silica gel using ethyl acetate/hexane (1/1) to give ethyl 6-[N′-(3-chlorophenyl)-N-piperazinyl]hexanoate (10.3 g) as a clear oil.

後処理

  1. temperaturethe mixture heated
  2. temperatureat reflux for 4 hours
  3. washwashed with water (2×100 ml), brine (100 ml)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe residue obtained
  8. customwas purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-0dcef08f389c4c03a153929326d5e18b
出典データセット
uspto-grants-2013_07
特許番号
US08476029B2

関連ノート

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