4-Chlorobutyrophenone → HCID 59190385, 화합물

HRID 219624

반응식

HRID 219624 반응식
[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]

참가 물질

4

반응물 2

HCID 2535334-ChlorobutyrophenoneHCID 178448200HCID 178448200, 화합물

생성물 1

HCID 59190385HCID 59190385, 화합물수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-2ce09fc72c3c43fb97a37619c012f5cd
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202857B2

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