Magnesium → Methyl 3-cyclopropyl-3-(4-chlorophenyl)propanoate

HRID 1588875ノート

反応式

HRID 1588875 の反応式
[CH:1]1([C:4]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[CH:5][C:6]([O:8][CH3:9])=[O:7])[CH2:3][CH2:2]1.[Mg]>CO.Cl>[CH:1]1([CH:4]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[CH2:5][C:6]([O:8][CH3:9])=[O:7])[CH2:2][CH2:3]1

参加物

5

反応物 2

HCID 5462224MagnesiumHCID 53818028Methyl 3-cyclopropyl-3-(4-chlorophenyl)propenoate

生成物 1

HCID 19754833Methyl 3-cyclopropyl-3-(4-chlorophenyl)propanoate収率 62.3%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

実験手順

A mixture of 17.0 grams (0.072 mole) of methyl 3-cyclopropyl-3-(4-chlorophenyl)propenoate and 4.3 grams (0.18 mole) of magnesium in 250 ml of methanol was stirred at ambient temperature for about 3.5 hours. After this time the reaction mixture was carefully diluted with aqueous 3N hydrochloric acid. The mixture was extracted with diethyl ether. The combined ether extracts were dried with sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual oil. The oil was distilled under vacuum, yielding 10.7 grams of methyl 3-cyclopropyl-3-(4-chlorophenyl)propanoate; b.p. 91-97° C./0.10 mm. The spectrum was consistent with the proposed structure.

後処理

  1. extractionThe mixture was extracted with diethyl ether
  2. dry with materialThe combined ether extracts were dried with sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure to a residual oil
  5. distillationThe oil was distilled under vacuum

出典と根拠

ORDレコード
ord-347316cf47e34dd3b75935a93eb9ab0b
出典データセット
uspto-grants-1993_06
特許番号
US05223536

反応ノート

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