5-Methoxyindole-3-carbaldehyde → (5-methoxy-1H-indol-3-yl)methanol

HRID 384868

反応式

HRID 384868 の反応式
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]2[NH:11][CH:12]=[C:13]([CH:14]=[O:15])[C:7]=2[CH:6]=1>CO.C1COCC1.O.C(=O)([O-])[O-].[K+].[K+]>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:8](=[CH:9][CH:10]=1)[NH:11][CH:12]=[C:13]2[CH2:14][OH:15]

参加物

7

反応物 2

HCID 827585-Methoxyindole-3-carbaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 4255293(5-methoxy-1H-indol-3-yl)methanol収率 70%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 11430Potassium Carbonate溶媒

実験手順

To a solution of sodium borohydride (2 grams, 0.05 mol) in methanol (15 ml), a solution of 5-methoxy-1H-indol-3-carboxaldehyde 2 (1 gram, 0.006 mol) dissolved in THF (20 ml) and methanol (15 ml) were combined and stirred at ambient temperature for 16 hours. The reaction was diluted with water and potassium carbonate (to saturation) and stirred to quench unreacted sodium borohydride. Diethyl ether was used to extract the product from the quenched solution. Following layers separation, the aqueous layer was further extracted (2×) with diethyl ether. The combined organic pats were dried over sodium sulfate and evaporated to dryness to yield a light colored solid 141 (736 mg, 70%).

後処理

  1. stirringstirred
  2. customto quench unreacted sodium borohydride
  3. extractionto extract the product from the quenched solution
  4. customFollowing layers separation
  5. extractionthe aqueous layer was further extracted (2×) with diethyl ether
  6. dry with materialThe combined organic pats were dried over sodium sulfate
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-d912c6b39a454f8fa6e28415445f49d8
出典データセット
uspto-grants-2013_02
特許番号
US08367828B2

関連ノート

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