Anisole → 18-(p-Iodophenyl)octadecanol

HRID 1383870ノート

反応式

HRID 1383870 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-54e0b1ce383743008d3153e25f6a14f2
出典データセット
uspto-grants-2001_07
特許番号
US06255519B1

反応ノート

読み込み中…