5-Chloro-1,3-dihydro-2-benzofuran-1-one → 5-Chloro-1,3-dihydroisobenzofuran-1-ol

HRID 2056744노트

반응식

HRID 2056744 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:7](=[O:8])[O:6][CH2:5]2.[H-].C([Al+]CC(C)C)C(C)C>ClCCl>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[CH:7]([OH:8])[O:6][CH2:5][C:4]=2[CH:3]=1

참가 물질

4

반응물 2

HCID 2417375-Chloro-1,3-dihydro-2-benzofuran-1-oneHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 693101565-Chloro-1,3-dihydroisobenzofuran-1-ol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-chlorophthalide (3.64 g, 21.6 mmol) in dichloromethane (100 mL) at −78° C. was added di-isobutylaluminium hydride (1M in toluene) (23.8 mL, 23.8 mmol) dropwise. After 1 h the reaction mixture was quenched with a saturated solution of sodium tartrate (250 mL), allowed to warm to room temperature and stirred for 1 h. The layers were separated and the aqueous layer extracted with dichloromethane. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to yield the title compound as a white solid.

후처리

  1. customAfter 1 h the reaction mixture was quenched with a saturated solution of sodium tartrate (250 mL)
  2. customThe layers were separated
  3. extractionthe aqueous layer extracted with dichloromethane
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-90efd2f51e8b47b0acab76f70b34e200
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07335660B2

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