Methanol → 2,6-Bis(hydroxymethyl)naphthalene

HRID 348731

反応式

HRID 348731 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]2[CH:11]=[C:12]([C:15](OC)=[O:16])[CH:13]=[CH:14][C:7]=2[CH:6]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1COCC1>[OH:2][CH2:3][C:5]1[CH:10]=[CH:9][C:8]2[C:7](=[CH:14][CH:13]=[C:12]([CH2:15][OH:16])[CH:11]=2)[CH:6]=1

参加物

6

反応物 4

HCID 887MethanolHCID 61225Dimethyl-2,6-naphthalenedicarboxylateHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 117887222,6-Bis(hydroxymethyl)naphthalene収率 101.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2,6-naphthalene dicarboxylic acid dimethyl (5.00 g) was dissolved in anhydrous THF (150 ml) and added with lithium aluminum hydride (1.55 g) under ice-cooling, followed by stirring at room temperature for 2 hours under a nitrogen atmosphere. After completion of the reaction, methanol and an aqueous potassium sodium tartrate solution were added to the solution in this order and the whole was stirred overnight. The solution was subjected to extraction with chloroform and ethyl acetate and the extract was then washed with saturated saline solution. Subsequently, the organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off, thereby obtaining the subject compound (3.90 g) as a white solid.

後処理

  1. temperaturecooling
  2. stirringthe whole was stirred overnight
  3. extractionThe solution was subjected to extraction with chloroform and ethyl acetate
  4. washthe extract was then washed with saturated saline solution
  5. dry with materialSubsequently, the organic layer was dried with anhydrous sodium sulfate
  6. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-dd915030c75a480387658c51cf646155
出典データセット
uspto-grants-2007_02
特許番号
US07176227B2

関連ノート

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