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Water → 2-(4-Methoxyphenyl)-3-(3-hydroxyphenyl)-6-methoxybenzo[b]thiophene

HRID 1954183
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HRID 1954183 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]3[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=[CH:17][C:11]=3[C:10]=2[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26]CC3C=CC=CC=3)[CH:21]=2)=[CH:5][CH:4]=1.O.C([O-])=O.[NH4+]>CCO.CCOC(C)=O.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:13][C:12]3[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=[CH:17][C:11]=3[C:10]=2[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=2)=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 962WaterHCID 2723923Ammonium formateHCID 232963102-(4-Methoxyphenyl)-3-(3-benzyloxyphenyl)-6-methoxybenzo[b]thiophene

생성물 1

HCID 154853032-(4-Methoxyphenyl)-3-(3-hydroxyphenyl)-6-methoxybenzo[b]thiophene

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol
용매
HCID 8857Ethyl Acetate용매

실험 절차

A slurry was prepared consisting of 2-(4-methoxyphenyl)-3-(3-benzyloxyphenyl)-6-methoxybenzo[b]thiophene in 1 L of EtOH, 250 mL of EtOAc, and 40 mL of water. Palladium(0) black 4.04 g (38 mmol) and ammonium formate 12.6 g (200 mmol) was added. The reaction mixture was heated to reflux for one hour, then filtered hot through celite and evaporated to dryness. The solid was partioned between EtOAc and a saturated solution of Na2HCO3. The organic layer was washed with brine, dried with Na2SO4, and evaporated to dryness. This yielded 12.8 g of the title compound as a white solid.

후처리

  1. customA slurry was prepared
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for one hour
  4. filtrationfiltered hot through celite
  5. customevaporated to dryness
  6. washThe organic layer was washed with brine
  7. dry with materialdried with Na2SO4
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-f91aa5ec0d9a486794c049fe80551eff
출처 데이터셋
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06121293

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