Acetic Anhydride → 5-Iodo-1-methyl-3,4-dihydroisoquinoline

HRID 926236

反応式

HRID 926236 の反応式
[I:1][C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[CH2:4][CH2:5][NH:6][C:7](=O)[CH3:8].IC1C=CC=CC=1CCN.CC(OC(C)=O)=O>O1CCOCC1>[I:1][C:2]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:3]=1[CH2:4][CH2:5][N:6]=[C:7]2[CH3:8]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 105146162-(2-Iodophenyl)ethanamineHCID 86711313N-(2-iodophenethyl)acetamide

生成物 1

HCID 867113155-Iodo-1-methyl-3,4-dihydroisoquinoline

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

N-(2-iodophenethyl)acetamide. A solution of 2-(2-iodophenyl)ethanamine (13.5 g, 54.6 mmol) and Ac2O (10.3 mL, 109 mmol) in 1,4-dioxane (200 mL) was heated to 100° C. for 45 min. The reaction was then allowed to cool to RT and concentrated in vacuo. The resulting residue was taken up in DCM and washed with a saturated aq. solution of NaHCO3—gas formation! The organic phase was separated, dried over Na2SO4, filtered and concentrated in vacuo to give the title compound as a yellow oil (16.2 g) which was used as it is in the next step. UPLC-MS: MS 290.3 (M+H+); UPLC rt 0.96 min.

後処理

  1. concentrationconcentrated in vacuo
  2. washwashed with a saturated aq. solution of NaHCO3—gas formation
  3. customThe organic phase was separated
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-92b4ed61e3aa4fb68e746e11ab2803fd
出典データセット
uspto-grants-2016_03
特許番号
US09284331B2

関連ノート

読み込み中…