Tetrahydrofuran → (4-(1H-Imidazol-1-yl)phenyl)methanol

HRID 345522

反応式

HRID 345522 の反応式
O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:12]1([C:17]2[CH:27]=[CH:26][C:20]([C:21](OCC)=[O:22])=[CH:19][CH:18]=2)[CH:16]=[CH:15][N:14]=[CH:13]1.[OH-].[Na+]>O>[N:12]1([C:17]2[CH:18]=[CH:19][C:20]([CH2:21][OH:22])=[CH:26][CH:27]=2)[CH:16]=[CH:15][N:14]=[CH:13]1

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 14798Sodium HydroxideHCID 13423940Ethyl 4-(1H-imidazol-1-yl)benzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2776486(4-(1H-Imidazol-1-yl)phenyl)methanol収率 58%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To 90 parts of tetrahydrofuran were added 5 parts of lithium aluminum hydride. Then there was added dropwise (slowly) a solution of 35 parts of ethyl 4-(1H-imidazol-1-yl)benzoate in 135 parts of tetrahydrofuran: temperature rose to 60° C. Upon completion, stirring was continued first for 1 hour at 60°-65° C. and further overnight at room temperature. While cooling, the reaction mixture was decomposed by the successive dropwise additions of 3 parts of water, 10 parts of a sodium hydroxide solution 50% and 10 parts of water. After stirring for a while at room temperature, the precipitate was filtered off and washed with benzene. The filtrate was dried, filtered and evaporated. The residue was crystallized from 4-methyl-2-pentanone. The product was filtered off, washed with 2,2'-oxybispropane and dried, yielding 16.2 parts (58%) of 4-(1H-imidazol-1yl)benzenemethanol; mp. 124.7° C. (intermediate 19).

後処理

  1. customrose to 60° C
  2. temperatureWhile cooling
  3. stirringAfter stirring for a while at room temperature
  4. filtrationthe precipitate was filtered off
  5. washwashed with benzene
  6. customThe filtrate was dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was crystallized from 4-methyl-2-pentanone
  10. filtrationThe product was filtered off
  11. washwashed with 2,2'-oxybispropane
  12. customdried

出典と根拠

ORDレコード
ord-dc04c185ab2844aa8305f39a16bd1170
出典データセット
uspto-grants-1991_10
特許番号
US05057525

関連ノート

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