Dimethylformamide → 4-(4-Chlorophenoxy)-2-propylbenzaldehyde

HRID 1172817

反応式

HRID 1172817 の反応式
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:9][C:8]=1[CH2:21][CH2:22][CH3:23])(=O)=O.C([SiH](CCCCCCCC)CCCCCCCC)CCCCCCC.C(N(CC)CC)C.C1(PC2C=CC=CC=2)C=CC=CC=1.CN([CH:74]=[O:75])C>C(OCC)(=O)C.O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][C:10]2[CH:11]=[CH:12][C:7]([CH:74]=[O:75])=[C:8]([CH2:21][CH2:22][CH3:23])[CH:9]=2)=[CH:15][CH:16]=1

参加物

9

反応物 5

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 70017DiphenylphosphineHCID 87780Trioctylsilane, 95%HCID 574201394-(4-Chlorophenoxy)-2-propylphenyl trifluoromethanesulfonate

生成物 1

HCID 574201434-(4-Chlorophenoxy)-2-propylbenzaldehyde

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of the triflate from Step 6 of Example 1 (3.98 g, 10 mmol), trioctylsilane (6.7 mL, 15 mmol), triethyl amine (7.0 mL, 25 mmol), palladium acetate (0.22 g, 0.5 mmol) and diphenylphosphine (0.21 g, 0.5 mmol) in DMF (60 mL) was stirred at 80° C. under an atmosphere of carbon monoxide (50 psi) for 5 h. The reaction was then diluted with ethyl acetate and water. The organic layer was washed with water and concentrated. The residue was purified by chromatography on silica gel to give the title product.

後処理

  1. washThe organic layer was washed with water
  2. concentrationconcentrated
  3. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-3b6927da955b4e40becf93811e4e50c6
出典データセット
uspto-grants-2010_11
特許番号
US07834036B2

関連ノート

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