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Acetic Acid → 2-[2,3-Dichloro-4-(2-methylenebutyryl)phenoxy]-2-methylpropionic acid

HRID 255940
ノート
印刷プレビュー

反応式

HRID 255940 の反応式
[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([C:16](=[O:20])[CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][C:3]=1[O:4][C:5]([CH3:10])([CH3:9])[C:6]([OH:8])=[O:7].Cl.[CH3:22]NC.C=O.C(O)(=O)C>CN(C)C=O>[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([C:16](=[O:20])[C:17](=[CH2:22])[CH2:18][CH3:19])[CH:12]=[CH:11][C:3]=1[O:4][C:5]([CH3:10])([CH3:9])[C:6]([OH:8])=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 201487022-(2,3-Dichloro-4-butyrylphenoxy)-2-methylpropionic acid

生成物 1

HCID 140998602-[2,3-Dichloro-4-(2-methylenebutyryl)phenoxy]-2-methylpropionic acid収率 61.4%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A mixture of 2-(2,3-dichloro-4-butyrylphenoxy)-2-methylpropionic acid (10 g, 0.031 mole), dimethylamine hydrochloride (15 g, 0.18 mole), paraformaldehyde (3 g, 0.10 equiv.) and acetic acid (0.6 ml) was stirred and heated on a steam bath for two hours. N,N-dimethylformamide (30 ml) was added and stirring and heating was continued for another two hours. The mixture was poured into ice water which was then extracted with ether. The ether extract was washed with water, then brine and finally dried over MgS4. The ether was evaporated in vacuo and the residue recrystallized from cyclohexane to give 6.3 g 2-[2,3-dichloro-4-(2-methylenebutyryl)phenoxy]-2-methylpropionic acid, m.p. 88°-89° C.

後処理

  1. temperatureheated on a steam bath for two hours
  2. stirringstirring
  3. temperatureheating
  4. extractionwas then extracted with ether
  5. extractionThe ether extract
  6. washwas washed with water
  7. dry with materialbrine and finally dried over MgS4
  8. customThe ether was evaporated in vacuo
  9. customthe residue recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-f57a448a25264c3a93344d67200a334e
出典データセット
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04699926

反応ノート

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