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Hydrochloric Acid → (3-Benzyl-1H-indol-1-yl)acetaldehyde

HRID 654470
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인쇄 미리보기

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HRID 654470 반응식
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][C:18](OC)=[O:19])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C[AlH]CC(C)C)C.CO.Cl>C1(C)C=CC=CC=1.O>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH:18]=[O:19])[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14487Diisobutylaluminum hydrideHCID 54285481HCID 54285481, 화합물

생성물 1

HCID 54560454(3-Benzyl-1H-indol-1-yl)acetaldehyde

시약·촉매·용매 2

HCID 962Water용매
HCID 1140
Toluene
용매
2회

반응 조건

온도
-65 °C

실험 절차

To a solution of the product from Step 1 (470 mg, 1.68 mmol) in toluene (15 mL) at -65° C. there was slowly added 1.0M DIBAL in toluene (2.24 mL, 2.24 mmol) and the mixture was stirred at -65° C. for 1 hour. There was slowly added MeOH (5 mL) and the mixture was then allowed to warm up to r.t. There was added H2O (20 mL) and 1N aqueous HCl (10 mL) and after shaking the organic phase was washed with H2O, dried over MgSO4 and evaporated down to an oily residue which was taken as such to the next step.

후처리

  1. customat -65° C.
  2. temperatureto warm up to r.t
  3. stirringafter shaking the organic phase
  4. washwas washed with H2O
  5. dry with materialdried over MgSO4
  6. customevaporated down to an oily residue which

출처 및 근거

ORD 기록
ord-71610082909d45b593f439a4d0229de7
출처 데이터셋
uspto-grants-1992_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05132319

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