4-Chlorobutyrophenone → HCID 59190385、化合物

HRID 219624

反応式

HRID 219624 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[CH3:13][C:14](=[CH2:18])[CH2:15][Mg]Cl>C1COCC1>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([OH:6])[CH2:15][C:14]([CH3:18])=[CH2:13]

参加物

4

反応物 2

HCID 2535334-ChlorobutyrophenoneHCID 178448200HCID 178448200、化合物

生成物 1

HCID 59190385HCID 59190385、化合物収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of compound 4-chloro-1-phenylbutan-1-one (3.64 g, 0.02 mol) in THF (60 mL) was added (2-methylallyl)magnesium chloride (60 mL, 1 mol/L) at −78° C. The mixture was stirred at room temperature for 1 h. TLC showed the disappearance of the starting material. The mixture was quenched with satd aq NH4Cl and extracted with EtOAc. The combined organic phase was dried over Na2SO4 and concentrated to give the crude final product, which was purified by chromatography to afford the compound 7-chloro-2-methyl-4-phenylhept-1-en-4-ol (4.2 g, 90%).

後処理

  1. customThe mixture was quenched with satd aq NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic phase was dried over Na2SO4
  4. concentrationconcentrated
  5. customto give the crude final product, which
  6. customwas purified by chromatography

出典と根拠

ORDレコード
ord-2ce09fc72c3c43fb97a37619c012f5cd
出典データセット
uspto-grants-2012_06
特許番号
US08202857B2

関連ノート

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