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

HRID 363100ノート

反応式

HRID 363100 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6300e521e43f44889713381f2ba869df
出典データセット
uspto-grants-1999_02
特許番号
US05872137

反応ノート

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