Water → Diethyl 2-(4-methoxy-3,5-dimethylbenzoylamino)malonate

HRID 81497노트

반응식

HRID 81497 반응식
Cl.[NH2:2][CH:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(N(CC)CC)C.[CH3:21][O:22][C:23]1[C:31]([CH3:32])=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][C:24]=1[CH3:33].O>ClCCl>[CH3:21][O:22][C:23]1[C:24]([CH3:33])=[CH:25][C:26]([C:27]([NH:2][CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:28])=[CH:30][C:31]=1[CH3:32]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 3084143Propanedioic acid, 2-amino-, 1,3-diethyl ester, hydrochloride (1:1)HCID 214353833,5-Dimethyl-4-methoxybenzoyl chloride

생성물 1

HCID 67294070Diethyl 2-(4-methoxy-3,5-dimethylbenzoylamino)malonate수율 96%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

116.8 g of diethyl aminomalonate hydrochloride were dissolved in 700 ml of dichloromethane, and 231 ml of triethylamine were added with cooling in an ice bath. A solution of 109.6 g of 4-methoxy-3,5-dimethylbenzoyl chloride in 400 ml of dichloromethane was then slowly added dropwise. After 2 h at 0° C., 200 ml of water were added slowly. After phase separation, the aqueous phase was extracted twice with 200 ml of dichloromethane. The combined organic phases were washed with 2M hydrochloric acid and then with water, dried with sodium sulfate, filtered and evaporated. The residue was treated with methyl tert-butyl ether, after which the precipitate obtained was filtered off, which gave 178.7 g of the title compound.

후처리

  1. temperaturewith cooling in an ice bath
  2. customAfter phase separation
  3. extractionthe aqueous phase was extracted twice with 200 ml of dichloromethane
  4. washThe combined organic phases were washed with 2M hydrochloric acid
  5. dry with materialwith water, dried with sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. additionThe residue was treated with methyl tert-butyl ether
  9. customafter which the precipitate obtained
  10. filtrationwas filtered off

출처 및 근거

ORD 기록
ord-c5dc64a971af435283d1a6f931947c5b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846691B2

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