Potassium Carbonate → 4-(2-Chlorobenzyloxy)-3,5-dichlorophenoxyacetaldehyde diethyl acetal

HRID 363100노트

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HRID 363100 반응식
[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][O:5][C:6]1[C:11]([Cl:12])=[CH:10][C:9]([OH:13])=[CH:8][C:7]=1[Cl:14].[CH2:19]([O:21][CH:22]([O:25][CH2:26][CH3:27])[CH2:23]Br)[CH3:20].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:19]([O:21][CH:22]([O:25][CH2:26][CH3:27])[CH2:23][O:13][C:9]1[CH:10]=[C:11]([Cl:12])[C:6]([O:5][CH2:4][C:3]2[CH:15]=[CH:16][CH:17]=[CH:18][C:2]=2[Cl:1])=[C:7]([Cl:14])[CH:8]=1)[CH3:20]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 540958994-(2-Chlorobenzyloxy)-3,5-dichlorophenol

생성물 1

HCID 540752324-(2-Chlorobenzyloxy)-3,5-dichlorophenoxyacetaldehyde diethyl acetal수율 72%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

A mixture of 0.85 g of 4-(2-chlorobenzyloxy)-3,5-dichlorophenol, 0.47 ml of bromoacetaldehyde diethyl acetal, 0.46 g of potassium carbonate and 20 ml of N,N-dimethylformamide was stirred at 90° C. for 6 hours. After cooling to room temperature, the reaction mixture was poured into ice water, and extracted twice with 50 ml of diethyl ether. The combined ether layer was washed with water, and dried with anhydrous magnesium sulfate, followed by removal of the solvent by distillation under reduced pressure. The residue was subjected to silica gel chromatography, which afforded 0.85 g of 4-(2-chlorobenzyloxy)-3,5-dichlorophenoxyacetaldehyde diethyl acetal (72% yield).

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted twice with 50 ml of diethyl ether
  3. washThe combined ether layer was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customfollowed by removal of the solvent by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-6300e521e43f44889713381f2ba869df
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872137

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