(Diethoxymethyl)benzene → HCID 59715043、化合物

HRID 2223862ノート

反応式

HRID 2223862 の反応式
[OH:1][CH2:2][CH2:3][C:4]1([CH:10]([CH2:13][OH:14])[CH2:11][OH:12])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.C(O[CH:18](OCC)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)C.[NH+]1C=CC=CC=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[C:19]1([CH:18]2[O:12][CH2:11][CH:10]([C:4]3([CH2:3][CH2:2][OH:1])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]3)[CH2:13][O:14]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 4

HCID 69884(Diethoxymethyl)benzeneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 516892Sodium BicarbonateHCID 59714891HCID 59714891、化合物

生成物 1

HCID 59715043HCID 59715043、化合物収率 34.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-[1-(2-hydroxyethyl)cyclohexyl]propane-1,3-diol (200 mg) in N,N-dimethylformamide (8 mL) were added benzaldehyde diethyl acetal (752 mg) and p-toluenesulfonic acid pyridinium salt (48 mg) at room temperature. After stirring the solution at room temperature for 16 hours, saturated aqueous sodium bicarbonate solution was added thereto, and it was extracted with ethyl acetate. The organic layer was washed in turn with water and saturated aqueous sodium chloride solution (0.2 mL) and dried over anhydrous magnesium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography (silica gel, hexane:ethyl acetate=4:6) to give the title compound (100 mg).

後処理

  1. extractionit was extracted with ethyl acetate
  2. washThe organic layer was washed in turn with water and saturated aqueous sodium chloride solution (0.2 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by chromatography (silica gel, hexane:ethyl acetate=4:6)

出典と根拠

ORDレコード
ord-2afb71769eaf4033bf793e357c208479
出典データセット
uspto-grants-2008_05
特許番号
US07375115B2

反応ノート

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