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Water → 2-(Diethoxymethyl)benzaldehyde

HRID 428044
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HRID 428044 반응식
[CH2:1]([O:3][CH:4]([O:12][CH2:13][CH3:14])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1Br)[CH3:2].C([Li])CCC.CN(C)[CH:22]=[O:23].O>C(OCC)C>[CH2:1]([O:3][CH:4]([O:12][CH2:13][CH3:14])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:22]=[O:23])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 34827781-Bromo-2-(diethoxymethyl)benzeneHCID 178418339Butyllithium

생성물 1

HCID 136050632-(Diethoxymethyl)benzaldehyde

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 10.4 g of 2-bromobenzaldehyde diethyl acetal in 200 ml of dry diethyl ether at −65° C. was added 27.5 ml of a 1.6 M solution of butyllithium in hexanes. The solution was stirred at this temperature for 30 min. then slowly warmed to −40° C. when 3.4 ml of dimethylformamide was added dropwise. The reaction was warmed to room temperature then 100 ml of water was added and the organic layer was separated. The aqueous layer was extracted with two 100 ml portions of ether and the combined organic extracts were dried over sodium sulfate and evaporated to give 8.5 g of 2-formylbenzaldehyde diethylacetal as an oil; 1H-NMR (200 MHz, CDCl3) d 5.06 (CHOEt).

후처리

  1. additionwas added dropwise
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with two 100 ml portions of ether
  4. dry with materialthe combined organic extracts were dried over sodium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-7ffd6efa31364227917dd5396491288b
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313139B1

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