Tributyl borate → (4-Bromo-5-methylthiophen-2-yl)boronic acid

HRID 2068444

反応式

HRID 2068444 の反応式
C([Li])CCC.[Br:6][C:7]1[CH:11]=[C:10](Br)[S:9][C:8]=1[CH3:13].C([O:18][B:19](OCCCC)[O:20]CCCC)CCC>CCCCCC.CCOCC>[Br:6][C:7]1[CH:11]=[C:10]([B:19]([OH:20])[OH:18])[S:9][C:8]=1[CH3:13]

参加物

6

反応物 3

HCID 12712Tributyl borateHCID 1223733,5-Dibromo-2-methylthiopheneHCID 178418339Butyllithium

生成物 1

HCID 12184011(4-Bromo-5-methylthiophen-2-yl)boronic acid

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8058Hexane溶媒

実験手順

n-Butyl lithium in hexane is added to a stirred solution of compound 2 in dry ether (150 mL) at −78° C. under argon atmosphere. After stirring for 30 min, boric acid tri-butyl ester is quickly added to the reaction mixture. The mixture is extracted with 4% aq. NaOH (100 mL), the extract is collected and neutralized by with 10% HCl. The solid residue is washed, filtrated, and dried. Compound 3 is obtained as a yellowish solid. M.p. 229° C.

後処理

  1. extractionThe mixture is extracted with 4% aq. NaOH (100 mL)
  2. customthe extract is collected
  3. washThe solid residue is washed
  4. filtrationfiltrated
  5. customdried

出典と根拠

ORDレコード
ord-d76ef1c571df40d7a30aea177c86214c
出典データセット
uspto-grants-2012_10
特許番号
US08298453B2

関連ノート

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