Hydrochloric Acid → 3-(2-oxocyclododecyl)propanoic acid

HRID 1415437노트

반응식

HRID 1415437 반응식
[C:1]([CH:6]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][C:7]1=[O:18])(OCC)=O.[H-].[Na+].[C:21]1(=[O:25])[O:24]C[CH2:22]1.[OH-].[Na+].Cl>C1(C)C=CC=CC=1>[O:18]=[C:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:6]1[CH2:1][CH2:22][C:21]([OH:25])=[O:24]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 2365Beta-PropiolactoneHCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 4463978Cyclododecanecarboxylic acid, 2-oxo-, ethyl ester

생성물 1

HCID 27750833-(2-oxocyclododecyl)propanoic acid수율 85%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

Cyclododecanone and diethyl carbonate were allowed to react in the presence of a base to give 2-carboethoxycyclododecanone in 93% yield. Ten grams of the 2-carboethoxycyclododecanone was dissolved in 40 ml of toluene and the resulting solution was added dropwise into a solution of 2.4 g of sodium hydride (purity 60%) suspended in toluene and kept at 80° C. After the completion of the dropping, the solution thus obtained was stirred for 30 minutes and then the reaction temperature was cooled to room temperature. Thereafter, into the solution was dropped 5.7 g of β-propiolactone and further 25 ml of aqueous sodium hydroxide solution was added, and was refluxed for 4 hours. After the reaction was complete, the aqueous layer of the solution was drawn off and acidified with hydrochloric acid to give 8.5 g of β-(2-oxocyclododecyl)propionic acid as white crystals. The product melts at 101° to 102° C.

후처리

  1. customkept at 80° C
  2. customAfter the completion of the dropping, the solution thus obtained
  3. additionwas added
  4. temperaturewas refluxed for 4 hours

출처 및 근거

ORD 기록
ord-721a944399fd4ced84abd0bc423d6bf4
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04005107

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