Glycine → [2-Phenyl-5-(4-propyl-cyclohexyl)-pyrrol-1-yl]-acetic acid

HRID 1725185노트

반응식

HRID 1725185 반응식
[C:1]1([C:7](=O)[CH2:8][CH2:9][C:10]([CH:12]2[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][CH3:20])[CH2:14][CH2:13]2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:22][CH2:23][C:24]([OH:26])=[O:25]>C(O)(=O)C>[C:1]1([C:7]2[N:22]([CH2:23][C:24]([OH:26])=[O:25])[C:10]([CH:12]3[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][CH3:20])[CH2:14][CH2:13]3)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 750GlycineHCID 574237211-Phenyl-4-(4-propyl-cyclohexyl)-butane-1,4-dione

생성물 1

HCID 57423722[2-Phenyl-5-(4-propyl-cyclohexyl)-pyrrol-1-yl]-acetic acid수율 55.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 1.43 g (5 mmol) 1-phenyl-4-(4-propyl-cyclohexyl)-butane-1,4-dione and 0.75 g (10 mmol) glycine 16 mL of acetic acid was heated to reflux for 100 min. The solution was concentrated and redissolved in 5% aqueous H2SO4. The solution was extracted with ethyl acetate. The organic phase was dried over MgSO4 and concentrated to afford 0.91 g [2-phenyl-5-(4-propyl-cyclohexyl)-pyrrol-1-yl]-acetic acid as a tan solid which was carried on to the next step without purification.

후처리

  1. temperatureto reflux for 100 min
  2. concentrationThe solution was concentrated
  3. dissolutionredissolved in 5% aqueous H2SO4
  4. extractionThe solution was extracted with ethyl acetate
  5. dry with materialThe organic phase was dried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-036c3273a83f47eebd95edf772fa7ba8
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07488832B2

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