Acetic Acid → HCID 54218658, 화합물

HRID 1981475노트

반응식

HRID 1981475 반응식
[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

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 74794-(Dimethylamino)BenzaldehydeHCID 24758Sodium hydrideHCID 979871-Methylheptyl acetateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 54218658HCID 54218658, 화합물수율 48.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1dff30d49fc249c89ffe36666328ccd4
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04592906

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