Formaldehyde → 1-Diethylamino-5-methyl-6-(m-methoxyphenyl)hex-2-yne

HRID 1077127ノート

反応式

HRID 1077127 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH:10]([CH3:14])[CH2:11][C:12]#[CH:13])[CH:6]=[CH:7][CH:8]=1.O1[CH2:20][CH2:19]COO1.C=O.[CH2:23]([NH:25][CH2:26]C)[CH3:24].[OH-].[Na+]>O1CCOCC1.C(O)(=O)C>[CH2:23]([N:25]([CH2:19][CH3:20])[CH2:26][C:13]#[C:12][CH2:11][CH:10]([CH3:14])[CH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)[CH3:24]

参加物

8

反応物 5

HCID 712FormaldehydeHCID 8021DiethylamineHCID 14798Sodium HydroxideHCID 19593658CID 19593658HCID 214857465-(m-Methoxyphenyl)-4-methyl-pent-1-yne

生成物 1

HCID 214854231-Diethylamino-5-methyl-6-(m-methoxyphenyl)hex-2-yne

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 312751,4-Dioxane溶媒

実験手順

Heat 5-(m-methoxyphenyl)-4-methyl-pent-1-yne (8 g), trioxan (0.5 g), 30% formalin (5.5 cc), diethylamine (4 g), acetic acid (2.75 g), dioxan (25 cc) and cuprous chloride (0.12 g) together at 70° for 15 hours. Make cooled solution alkaline with 10% aqueous sodium hydroxide and extract with ether. Wash the ethereal solution with water and extract with 10% hydrochloric acid (3 × 20 cc). Combine the acid extracts, wash with ether and make alkaline with 10% aqueous sodium hydroxide and extract with ether. Wash the ethereal solution, dry, remove the solvent and distil the residue at 0.1 mm to obtain 1-diethylamino-5-methyl-6-(m-methoxyphenyl)-hex-2-yne.

後処理

  1. extractionextract with ether
  2. washWash the ethereal solution with water
  3. extractionextract with 10% hydrochloric acid (3 × 20 cc)
  4. washCombine the acid extracts, wash with ether
  5. extractionextract with ether
  6. washWash the ethereal solution
  7. customdry
  8. customremove the solvent
  9. customdistil the residue at 0.1 mm

出典と根拠

ORDレコード
ord-34a146ef3e4c4260bbfcf3faf9846c68
出典データセット
uspto-grants-1976_05
特許番号
US03959322

反応ノート

読み込み中…