Sodium Hydroxide → 2-(4-Chlorophenyl)-2-cyclopropylacetic acid

HRID 1383220

반응식

HRID 1383220 반응식
[CH:1]1([CH:4]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:5]([O:7]C)=[O:6])[CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[CH:1]1([CH:4]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 21274166Methyl 2-cyclopropyl-2-(4-chlorophenyl)acetate

생성물 1

HCID 126039822-(4-Chlorophenyl)-2-cyclopropylacetic acid수율 60.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A mixture of 13.0 grams (0.058 mole) of methyl 2-cyclopropyl-2-(4-chlorophenyl)acetate and 5.0 grams of an aqueous, 50% sodium hydroxide solution in 50 mL of methanol was stirred at ambient temperature for 18 hours. The reaction mixture was diluted with 150 mL of water, and the solution was decanted from a solid residue. The liquid portion was washed with three portions of diethyl ether. The combined ether washes were, in turn, washed with an aqueous, dilute sodium hydroxide solution. The combined aqueous layers were made acidic by the slow addition of aqueous, 10% hydrochloric acid. The acidified mixture was extracted with five portions of methylene chloride. The combined extracts were dried with sodium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 7.4 grams of 2-cyclopropyl-2-(4-chlorophenyl)acetic acid as a solid, m.p. 95°-96° C.

후처리

  1. customthe solution was decanted from a solid residue
  2. washThe liquid portion was washed with three portions of diethyl ether
  3. washwashed with an aqueous, dilute sodium hydroxide solution
  4. additionThe combined aqueous layers were made acidic by the slow addition of aqueous, 10% hydrochloric acid
  5. extractionThe acidified mixture was extracted with five portions of methylene chloride
  6. dry with materialThe combined extracts were dried with sodium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7d3cc1e343d04b4d974111562fa9b98e
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04808762

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