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

HRID 255935ノート

反応式

HRID 255935 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-a97e5a91bcb64cb8a19ed17fbcee07d7
出典データセット
uspto-grants-1987_10
特許番号
US04699926

反応ノート

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