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

HRID 384868

반응식

HRID 384868 반응식
[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]

참가 물질

7

반응물 2

HCID 827585-Methoxyindole-3-carbaldehydeHCID 4311764Sodium borohydride

생성물 1

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

시약·촉매·용매 4

HCID 887Methanol용매2회HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 11430Potassium Carbonate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d912c6b39a454f8fa6e28415445f49d8
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367828B2

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