Acetic Acid → 5-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic acid

HRID 569116노트

반응식

HRID 569116 반응식
[Cl:1][C:2]1[C:15]([Cl:16])=[C:14]([C:17](=[O:21])[CH2:18][CH2:19][CH3:20])[CH:13]=[CH:12][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].Cl.[CH3:23]NC.C=O.C(O)(=O)C>CN(C)C=O>[Cl:1][C:2]1[C:15]([Cl:16])=[C:14]([C:17](=[O:21])[C:18](=[CH2:23])[CH2:19][CH3:20])[CH:13]=[CH:12][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 139587375-(2,3-Dichloro-4-butyrylphenoxy)valeric acid

생성물 1

HCID 139587365-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-(2,3-Dichloro-4-butyrylphenoxy)valeric acid (9.8 g, 0.029 mole), dimethylamine hydrochloride (15 g, 0.184 mole), paraformaldehyde (2.8 g, 0.09 equivalent) and acetic acid (1 ml) were united and stirred and heated on a steam bath for 3 hours. N,N-dimethylformamide (30 ml) was added and stirring and heating continued for another two hours. The reaction mixture was then poured into ice water and the solid that separated was removed by filtration, washed with water and dried. After recrystallization from butyl chloride the 5-[2,3-dichloro-(2-methylenebutyryl)phenoxy]valeric acid (5.4 g) melted at 107°-109° C.

후처리

  1. temperatureheated on a steam bath for 3 hours
  2. stirringstirring
  3. temperatureheating
  4. customthe solid that separated
  5. customwas removed by filtration
  6. washwashed with water
  7. customdried
  8. customAfter recrystallization from butyl chloride the 5-[2,3-dichloro-(2-methylenebutyryl)phenoxy]valeric acid (5.4 g) melted at 107°-109° C.

출처 및 근거

ORD 기록
ord-ee4b96b36eb44e32bd792b6e7fc0fb1f
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04731381

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