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Potassium Carbonate → Diethyl 2,2''-dimethyl[1,1';4',1'']terphenyl-2',5'-dicarboxylate

HRID 1618343
ノート
印刷プレビュー

反応式

HRID 1618343 の反応式
Br[C:2]1[C:3](Br)=[C:4]([CH:10]=[CH:11][C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:19]1([CH3:28])[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1B(O)O.C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:28][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:2]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][C:10]([C:3]2[CH:2]=[CH:12][CH:11]=[CH:10][C:4]=2[CH3:5])=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]=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 11430Potassium CarbonateHCID 27332672-Methylphenyl boronic acidHCID 66645638Diethyl dibromoterephthalate

生成物 1

HCID 58232266Diethyl 2,2''-dimethyl[1,1';4',1'']terphenyl-2',5'-dicarboxylate

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒
HCID 962
Water
溶媒
HCID 1140Toluene溶媒

実験手順

60 g (160 mmol) of diethyl dibromoterephthalate, 43 g (320 mmol) of o-tolylboronic acid, 365 mg (0.32 mmol) of Pd(PPh3)4 and 92 g (660 mmol) of K2CO3 are heated at the boil for 4 h in 300 ml of toluene and 300 ml of water. The mixture is subsequently partitioned between toluene and water, and the organic phase is washed three times with water and dried over Na2SO4. The residue remaining is recrystallised twice from heptane to give colourless crystals. The yield is 51 g (127 mmol, 81%).

後処理

  1. customThe mixture is subsequently partitioned between toluene and water
  2. washthe organic phase is washed three times with water
  3. dry with materialdried over Na2SO4
  4. customThe residue remaining is recrystallised twice from heptane
  5. customto give colourless crystals

出典と根拠

ORDレコード
ord-9dbfa2f8e87f47028affc398834118b8
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08766001B2

反応ノート

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