Bromotrimethylsilane → {5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid

HRID 1960156ノート

反応式

HRID 1960156 の反応式
C([O:3][P:4]([C:9]1[CH:14]=[C:13]([O:15][C:16]2[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:19]3[CH:28]=[C:29]([Cl:44])[C:30]([C:32]4[CH:37]=[CH:36][C:35]([CH:38]5[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]5)=[CH:34][CH:33]=4)=[CH:31][C:18]=3[N:17]=2)[CH:12]=[CH:11][C:10]=1[CH3:45])(=[O:8])[O:5]CC)C.Br[Si](C)(C)C>ClCCl.C[Si](C)(C)N[Si](C)(C)C>[CH2:21]([N:20]1[C:19]2[CH:28]=[C:29]([Cl:44])[C:30]([C:32]3[CH:33]=[CH:34][C:35]([CH:38]4[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]4)=[CH:36][CH:37]=3)=[CH:31][C:18]=2[N:17]=[C:16]1[O:15][C:13]1[CH:12]=[CH:11][C:10]([CH3:45])=[C:9]([P:4](=[O:3])([OH:8])[OH:5])[CH:14]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 2

HCID 76113BromotrimethylsilaneHCID 86761794{5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid diethyl ester

生成物 1

HCID 67377630{5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 13838Hexamethyldisilazane溶媒

実験手順

To a solution of {5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid diethyl ester (3.2 g, 5.0 mmol) in dichloromethane (15 ml) and hexamethyldisilazane (15 ml) was added bromotrimethylsilane (7.7 ml, 50 mmol). After stirring over night at rt the volatiles were removed from the mixture on a rotary evaporator. The residue was dissolved in methanol (15 ml) and treated with sonication in a water bath. The resulting suspension was filtered to yield a white solid. This solid was dried under vacuum at 40° C. for 15 hours to yield the title compound. The filtrate was evaporated to dryness, treated with hexanes (15 ml) and subjected to sonication in a water bath. The beige solid thus obtained upon filtration was dried under vacuum at 40° C. for 15 hours to yield additional title compound in sufficient purity.

後処理

  1. customwere removed from the mixture on a rotary evaporator
  2. dissolutionThe residue was dissolved in methanol (15 ml)
  3. additiontreated with sonication in a water bath
  4. filtrationThe resulting suspension was filtered
  5. customto yield a white solid
  6. customThis solid was dried under vacuum at 40° C. for 15 hours

出典と根拠

ORDレコード
ord-4ae210dbe6c5407791744650c325ffdd
出典データセット
uspto-grants-2013_04
特許番号
US08410284B2

反応ノート

読み込み中…