Ammonium Chloride → HCID 22985555、化合物

HRID 986940ノート

反応式

HRID 986940 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH2:10][C:11]([CH3:14])([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.[C:15]([N:19]1[C:23]([CH:24]([CH3:26])[CH3:25])=[CH:22][C:21]([CH:27]=[O:28])=[N:20]1)([CH3:18])([CH3:17])[CH3:16].[Cl-].[NH4+].C(OCC)(=O)C.CCCCCC>O1CCCC1.[Li]CCCC>[C:15]([N:19]1[C:23]([CH:24]([CH3:25])[CH3:26])=[CH:22][C:21]([CH:27]([OH:28])[C:2]2[CH:7]=[CH:6][C:5]([C:8]3[O:9][CH2:10][C:11]([CH3:14])([CH3:13])[N:12]=3)=[CH:4][CH:3]=2)=[N:20]1)([CH3:17])([CH3:18])[CH3:16]

参加物

7

反応物 4

HCID 25517Ammonium ChlorideHCID 4033952-(4-Bromophenyl)-4,4-dimethyl-4,5-dihydrooxazoleHCID 21226206Ethyl acetate hexaneHCID 22493532HCID 22493532、化合物

生成物 1

HCID 22985555HCID 22985555、化合物収率 53.9%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 178418339Butyllithium溶媒

実験手順

To 20 ml of a solution of 1.15 g of 4-bromo-1-(4,4-dimethyl-1,3-oxazolin-2-yl)benzene in tetrahydrofuran, 3.23 ml of n-BuLi (1.53M hexane solution) were added dropwise at −78° C. under stirring, followed by stirring at the same temperature for 15 minutes. To the reaction mixture was added dropwise a solution of 0.8 g of 1-tert-butyl-5-isopropylpyrazole-3-carbaldehyde in 5 ml of tetrahydrofuran. The resulting mixture was stirred for 30 minutes. After the reaction, 10 ml of a saturated aqueous solution of ammonium chloride were added to the reaction mixture and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue so obtained was subjected to chromatography on a silica gel column (developing solvent: 50% ethyl acetate/n-hexane), whereby 0.82 g of the title compound was obtained in the form of a colorless oil.

後処理

  1. stirringby stirring at the same temperature for 15 minutes
  2. stirringThe resulting mixture was stirred for 30 minutes
  3. additionwere added to the reaction mixture
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated saline
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue so obtained

出典と根拠

ORDレコード
ord-82201d483e0b43c38ff5978371b5bcf2
出典データセット
uspto-grants-2003_10
特許番号
US06630463B2

反応ノート

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