Anisole → 18-(p-Iodophenyl)octadecanol

HRID 2228852ノート

反応式

HRID 2228852 の反応式
C([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([I:33])=[CH:29][CH:28]=1)C1C=CC=CC=1.C1(OC)C=CC=CC=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[I:33][C:30]1[CH:29]=[CH:28][C:27]([CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][OH:8])=[CH:32][CH:31]=1

参加物

5

反応物 3

HCID 7519AnisoleHCID 6451240Aluminum(III) ChlorideHCID 184715971-Benzyloxy-18-(p-iodophenyl)octadecane2 回

生成物 1

HCID 1165580418-(p-Iodophenyl)octadecanol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Finally, to a solution of 1-benzyloxy-18-(p-iodophenyl)octadecane (Compound V) (185 mg; 0.33 mmol) and anisole (0.15 ml; 1.32 mmol) in dichloromethane (3 ml) was added anhydrous aluminum chloride (135 mg; 1 mmol) at the room temperature. Stirring was continued for 2 h. The reaction was quenched by diluted hydrochloric acid and extracted by chloroform. Extract was dried (Na2SO4) and evaporated. The residue was chromatographed in hexane-ethyl acetate (gradient from 95:5 to 85:15) to give 18-(p-iodophenyl)octadecanol, Compound VI (123 mg; 77%).

後処理

  1. customThe reaction was quenched by diluted hydrochloric acid
  2. extractionextracted by chloroform
  3. extractionExtract
  4. dry with materialwas dried (Na2SO4)
  5. customevaporated
  6. customThe residue was chromatographed in hexane-ethyl acetate (gradient from 95:5 to 85:15)

出典と根拠

ORDレコード
ord-c862c67fc1314bc0b37fa46fea8c43bc
出典データセット
uspto-grants-2002_07
特許番号
US06417384B1

反応ノート

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