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Water → Methyl 4-(3-chloropropoxy)benzoate

HRID 359068
ノート
印刷プレビュー

反応式

HRID 359068 の反応式
C(=O)([O-])[O-:2].[K+].[K+].Br[CH2:8][CH2:9][CH2:10][Cl:11].O.[C:13]([O:16][CH2:17]C)(=[O:15])[CH3:14].[CH3:19][CH2:20][CH2:21][CH2:22][CH2:23]C>CN(C=O)C>[Cl:11][CH2:10][CH2:9][CH2:8][O:2][C:21]1[CH:22]=[CH:23][C:14]([C:13]([O:16][CH3:17])=[O:15])=[CH:19][CH:20]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 962WaterHCID 80061-Bromo-3-chloropropaneHCID 8058HexaneHCID 8857Ethyl Acetate2 回HCID 11430Potassium Carbonate

生成物 1

HCID 12389265Methyl 4-(3-chloropropoxy)benzoate

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
100 °C

実験手順

p-Methyl hydroxybenzoate (40 g) and potassium carbonate (54.5 g) in N,N-dimethylformaldehyde (200 ml) were heated with stirring at 100° C. for 1 hour, cooled to 40° C., and then, after adding 1-bromo-3-chloropropane (28.5 ml), the mixture was reacted at 60° C. for 2 hours. After cooling the reaction mixture, water and ethyl acetate were added thereto, and the mixture was separated into layers. The organic layer was washed with water 3 times, concentrated under reduced pressure. To the oily product thus obtained, a small amount of ethyl acetate and n-hexane were added. After the mixture was allowed to stand, the precipitated crystal was collected by filtration and the filtrate was again concentrated under reduced pressure to give the crystal of methy 4-(3-chloropropoxy)benzoate (56.92 g). mp. 52°-55° C.

後処理

  1. temperaturecooled to 40° C.
  2. customthe mixture was reacted at 60° C. for 2 hours
  3. additionwere added
  4. customthe mixture was separated into layers
  5. washThe organic layer was washed with water 3 times
  6. concentrationconcentrated under reduced pressure
  7. customTo the oily product thus obtained
  8. filtrationthe precipitated crystal was collected by filtration
  9. concentrationthe filtrate was again concentrated under reduced pressure

出典と根拠

ORDレコード
ord-862f544e516040858c89fe1ad9db7397
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04999378

反応ノート

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