Acetic Acid → HCID 54218658、化合物

HRID 1981475ノート

反応式

HRID 1981475 の反応式
[H-].[Na+].[CH3:3][N:4]([CH3:13])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1.[H][H].C(O)(=O)C.[C:20]([O:23][CH:24]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH3:25])(=[O:22])[CH3:21]>O>[CH3:3][N:4]([CH3:13])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH:21][C:20]([O:23][CH:24]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH3:25])=[O:22])=[CH:7][CH:6]=1

参加物

7

反応物 5

HCID 176Acetic AcidHCID 74794-(Dimethylamino)BenzaldehydeHCID 24758Sodium hydrideHCID 979871-Methylheptyl acetateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 54218658HCID 54218658、化合物収率 48.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium hydride (1.9 g of an 80% dispersion in oil) was added portionwise with stirring over 0.5 hour to 4-dimethylaminobenzaldehyde (7.46 g) in 2-octyl acetate (153 g) at 25° C. The temperature was raised until a steady evolution of hydrogen began (100° C.) and held at this temperature for eight hours. The cooled mixture was treated with glacial acetic acid (4 ml) and then water (50 ml) added. The upper layer was separated, washed with 10% sodium carbonate solution, water, and dried (MgSO4). The excess of 2-octyl acetate was removed by distillation at 15 mm pressure, and the residue fractionated under high vacuum, yielding 7.3 g 2-octyl 4-dimethylaminocinnamate as a pale amber viscous oil, b.p. 194°-200° C./0.25 mm. After freezing it remelted at -11° C.

後処理

  1. custom(100° C.)
  2. customThe upper layer was separated
  3. washwashed with 10% sodium carbonate solution, water
  4. dry with materialdried (MgSO4)
  5. customThe excess of 2-octyl acetate was removed by distillation at 15 mm pressure

出典と根拠

ORDレコード
ord-1dff30d49fc249c89ffe36666328ccd4
出典データセット
uspto-grants-1986_06
特許番号
US04592906

反応ノート

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