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

HRID 2056744ノート

反応式

HRID 2056744 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-90efd2f51e8b47b0acab76f70b34e200
出典データセット
uspto-grants-2008_02
特許番号
US07335660B2

反応ノート

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