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

HRID 1954183
ノート
印刷プレビュー

反応式

HRID 1954183 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f91aa5ec0d9a486794c049fe80551eff
出典データセット
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06121293

反応ノート

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