6,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester → 6,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

HRID 973269노트

반응식

HRID 973269 반응식
[C:1]([C:5]1[CH:6]=[C:7]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:8]2[O:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10](=[O:19])[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>[Ni]>[C:1]([C:5]1[CH:6]=[C:7]([C:21]([CH3:22])([CH3:24])[CH3:23])[C:8]2[O:13][CH:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][C:10](=[O:19])[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 538439426,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl esterHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 867332766,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

시약·촉매·용매 1

HCID 935Nickel촉매

실험 절차

A solution of 12.0 parts of 6,8-di-t-butyl-4-oxo-4H-1benzopyran-2-carboxylic acid, ethyl ester in 150 parts of ethanoo was hydrogenated, using Raney Nickel as catalyst, until one equivalent of hydrogen had been absorbed. The catalyst was removed by filtration and the ethanol was evaporated to give a residue which was chromatographed on silica gel. Careful elution with a 1:1 mixture of chloroform and light petroleum (b.p. 60°-80° C) gave 3.73 parts of 6,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester, m.p. 61°-63° C, as a yellow solid.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe ethanol was evaporated
  3. customto give a residue which
  4. customwas chromatographed on silica gel
  5. washCareful elution
  6. additionwith a 1:1 mixture of chloroform and light petroleum (b.p. 60°-80° C)

출처 및 근거

ORD 기록
ord-ab2e1a7a5fa143f68288138043bd2441
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04055654

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