Triethylamine → 4-bromo-N-cyclohexyl-N-cyclopentylbenzamide

HRID 1588918ノート

反応式

HRID 1588918 の反応式
[CH:1]1([NH:6][CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Br:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>O1CCCC1.O.C(OCC)(=O)C>[Br:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([N:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[O:26])=[CH:23][CH:22]=1

参加物

7

反応物 3

HCID 8471TriethylamineHCID 685154-Bromobenzoyl chlorideHCID 219797n-Cyclopentylcyclohexanamine

生成物 1

HCID 197548884-bromo-N-cyclohexyl-N-cyclopentylbenzamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a cold (+5° C.) stirred solution of N-cyclopentyl-N-cyclohexyl amine (4.0 g, 24 mmol) and triethylamine (2.5 g, 24 mmol) in tetrahydrofuran (50 ml) was added dropwise a solution of 4-bromobenzoyl chloride (5.0 g, 23 mmol) in tetrahydrofuran (20 ml). The reaction was stirred at room temperature overnight and worked up by diluting with water and ethyl acetate. The layers were separated and the organic layer was washed twice with 0.5N KHSO4, twice with 5% NaHCO3, and once with saturated aqueous NaCl solution. After drying over MgSO4, the drying agent was filtered, the filtrate concentrated in vacuo, and the residue recrystallized from cyclohexane to give the title compound: m. p. 110-112° C.

後処理

  1. customThe layers were separated
  2. washthe organic layer was washed twice with 0.5N KHSO4, twice with 5% NaHCO3
  3. dry with materialAfter drying over MgSO4
  4. filtrationthe drying agent was filtered
  5. concentrationthe filtrate concentrated in vacuo
  6. customthe residue recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-1bd458b98dbc4b7f9dab528fe9928102
出典データセット
uspto-grants-1993_06
特許番号
US05223539

反応ノート

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