Sulfuric Acid → 158938-08-0 4-N-Pentoxyterphenyl-carbonic acid

HRID 1884208

反応式

HRID 1884208 の反応式
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:17]([O:22][C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)[CH2:18][CH2:19][CH2:20][CH3:21].C(=O)([O-])[O-].[Na+].[Na+].S(=O)(=O)(O)O>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O.C(O)CO>[CH2:17]([O:22][C:23]1[CH:24]=[CH:25][C:26]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=3)=[CH:4][CH:3]=2)=[CH:27][CH:28]=1)[CH2:18][CH2:19][CH2:20][CH3:21]

参加物

8

反応物 4

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 8167304'-Iodobiphenyl-4-carboxylic acidHCID 46848884-Pentyloxyphenylboronic Acid (contains varying amounts of Anhydride)

生成物 1

HCID 9798987158938-08-0 4-N-Pentoxyterphenyl-carbonic acid

試薬・触媒・溶媒 3

HCID 178418476HCID 178418476、化合物触媒HCID 174Ethylene Glycol溶媒HCID 962Water溶媒

反応条件

温度
95 °C

実験手順

32.4 g of 4′-iodobiphenyl-4-carboxylic acid are introduced together with 25.8 g of glycol ester of 4-n-pentoxyphenylboronic acid and 15.9 g of sodium carbonate into 300 ml of ethylene glycol and, while stirring vigorously, 70 mg of PdCl2(PPh3)2 are added, and the mixture is stirred at 120° C. for 6 hours. The hot reaction mixture is cautiously poured into a mixture of 30 g of 37% strength sulfuric acid and 200 g of water, and the mixture is heated at 90-100° C. for 30 minutes. After filtration and washing with water, the crude product is dried at 80° C./100 mbar and then recrystallized from dimethylacetamide. This affords after drying 25.2 g (70%) of 4″-n-pentoxy-[1,1′:4′,1″]-4-carboxylic acid with a purity of >99%.

後処理

  1. stirringthe mixture is stirred at 120° C. for 6 hours
  2. filtrationAfter filtration
  3. washwashing with water
  4. dry with materialthe crude product is dried at 80° C./100 mbar
  5. customrecrystallized from dimethylacetamide
  6. customThis affords
  7. dry with materialafter drying 25.2 g (70%) of 4″-n-pentoxy-[1,1′:4′,1″]-4-carboxylic acid with a purity of >99%

出典と根拠

ORDレコード
ord-f487d4d5b3244d37a93b6013d0841bca
出典データセット
uspto-grants-2004_07
特許番号
US06762315B1

関連ノート

読み込み中…