Hydrochloric Acid → 3-Acetyl-2-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-chloro-6-methylbenzoic acid

HRID 626822노트

반응식

HRID 626822 반응식
[C:1]([C:4]1[C:9]([O:10][CH2:11][CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[C:8]([CH:21]=[O:22])[C:7]([CH3:23])=[C:6]([Cl:24])[CH:5]=1)(=[O:3])[CH3:2].[OH-:25].[Na+].Cl>CO.O.OO.NC(N)=O>[C:1]([C:4]1[C:9]([O:10][CH2:11][CH2:12][NH:13][C:14]([O:15][C:16]([CH3:18])([CH3:19])[CH3:17])=[O:20])=[C:8]([C:7]([CH3:23])=[C:6]([Cl:24])[CH:5]=1)[C:21]([OH:25])=[O:22])(=[O:3])[CH3:2]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 86697512tert-Butyl [2-(6-acetyl-4-chloro-2-formyl-3-methylphenoxy)ethyl]carbamate

생성물 1

HCID 866975173-Acetyl-2-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-chloro-6-methylbenzoic acid수율 84%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매2회HCID 31294Carbamide Peroxide용매2회

실험 절차

tert-Butyl [2-(6-acetyl-4-chloro-2-formyl-3-methylphenoxy)ethyl]carbamate (85 mg, 0.24 mmol) was stirred in methanol (7 mL) and 1.0 M sodium hydroxide in water (2.7 mL) and urea hydrogen peroxide addition compound (200 mg, 2 mmol) was added. Additional urea hydrogen peroxide addition compound (20 mg) and 1.0 M sodium hydroxide in water (0.5 mL) were added and the mixture was stirred for 3 more hours. 1 N HCl was added to pH 5 and the methanol was evaporated. The mixture was extracted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered and evaporated to give the desired compound (75 mg, 84%). LCMS calculated for C17H22ClNO6Na (M+Na)+: m/z=394.1; found: 393.9.

후처리

  1. additionwas added
  2. additionwere added
  3. customthe methanol was evaporated
  4. extractionThe mixture was extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-31dbbc89fc6b4db3ba645a35cef5762c
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309251B2

반응 노트

불러오는 중…