Hydrochloric Acid → 3-Chloro-4-(methylthio)phenylboronic acid

HRID 1695118ノート

反応式

HRID 1695118 の反応式
C([Li])CCC.Br[C:7]1[CH:12]=[CH:11][C:10]([S:13][CH3:14])=[C:9]([Cl:15])[CH:8]=1.C([O:19][B:20](OC(C)C)[O:21]C(C)C)(C)C.Cl>C1COCC1>[Cl:15][C:9]1[CH:8]=[C:7]([B:20]([OH:21])[OH:19])[CH:12]=[CH:11][C:10]=1[S:13][CH3:14]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 21531Triisopropyl borateHCID 573461311-Bromo-3-chloro-4-(methylthio)benzeneHCID 178418339Butyllithium

生成物 1

HCID 686641083-Chloro-4-(methylthio)phenylboronic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

Butyl lithium (15 ml, 1.9M in hexanes) was added over 40 min to a solution of the product from step b) (6.82 g) and triisopropylborate (8.0 ml) in THF (30 ml) at −78° C. and stirred for a further 1 h. 2M HCl (20 ml) was added, the mixture was warmed to 20° C. and extracted with ether (three times). The organic extracts were dried (MgSO4), evaporated and purified by chromatography (silica, petrol—ether as eluent) to give the sub-title compound (1.82 g).

後処理

  1. extractionextracted with ether (three times)
  2. dry with materialThe organic extracts were dried (MgSO4)
  3. customevaporated
  4. custompurified by chromatography (silica, petrol—ether as eluent)

出典と根拠

ORDレコード
ord-19b891c4ce244f6d8a558c50f1536b1d
出典データセット
uspto-grants-2012_04
特許番号
US08163727B2

反応ノート

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