Pivaloyl chloride → 2,2-Dimethyl-propionic acid 2-[4-(2,2-dimethyl-propionyloxy)-phenyl]-benzofuran-5-yl ester

HRID 1794529노트

반응식

HRID 1794529 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:11]=3[CH:12]=2)=[CH:4][CH:3]=1.[C:18](Cl)(=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]>C(Cl)Cl.N1C(=O)CC[C@H]1C(O)=O.C(Cl)Cl>[CH3:20][C:19]([CH3:22])([CH3:21])[C:18]([O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([O:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:13][C:11]=3[CH:12]=2)=[CH:4][CH:3]=1)=[O:23]

참가 물질

5

반응물 2

HCID 62493Pivaloyl chlorideHCID 6569362-(4-Hydroxy-phenyl)benzofuran-5-OL

생성물 1

HCID 235173722,2-Dimethyl-propionic acid 2-[4-(2,2-dimethyl-propionyloxy)-phenyl]-benzofuran-5-yl ester수율 64.9%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 131724524CH2Cl2 Pyr용매

실험 절차

A solution of 75 (8.2 g, 36.3 mmol) in CH2Cl2/Pyr was treated with pivaloyl chloride (9.63 g, 79.9 mmol) and stirred at rt until TLC indicated that the reaction was complete. The reaction was worked up by diluting with additional CH2Cl2 and washing with 2 N HCl aq. The CH2Cl2 layer was washed with satd NaHCO3 aq, brine and dried over MgSO4. Filtration and concentration yielded 9.3 g of the crude solid that was used as is for the next reaction.

후처리

  1. washwashing with 2 N HCl aq. The CH2Cl2 layer
  2. washwas washed with satd NaHCO3 aq, brine
  3. dry with materialdried over MgSO4
  4. filtrationFiltration and concentration

출처 및 근거

ORD 기록
ord-ad7fee75a8b6490fb2e63f9520dbf91d
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022733B2

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