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p-Toluenesulfonic acid → 1-({2-[4-(3-Chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)pyrrolidin-2-one

HRID 1710803
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HRID 1710803 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][C:14]([CH2:18]O)=[C:15]([CH3:17])[N:16]=2)=[CH:8][CH:7]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][C:21]1=[O:25].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[S:13][C:14]([CH2:18][N:20]3[CH2:24][CH2:23][CH2:22][C:21]3=[O:25])=[C:15]([CH3:17])[N:16]=2)=[CH:10][CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 120252-PyrrolidoneHCID 59457510{2-[4-(3-Chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}methanol

생성물 1

HCID 594574631-({2-[4-(3-Chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)pyrrolidin-2-one수율 100%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

In a flask fitted with a magnetic stirrer and a reflux condenser, {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}methanol i109 (0.67 mmol, 1 eq, 0.2 g), pyrrolidinone (0.8 mmol, 1.2 eq, 0.069 g) and p-toluenesulfonic acid (0.067 mmol, 0.1 eq, 0.013 g) are dissolved in toluene (5 ml) and the mixture is brought to reflux overnight. After this time, the mixture is concentrated, taken up in ethyl acetate and washed with a saturated solution of sodium bicarbonate. The organic layer is dried over magnesium sulfate and concentrated to dryness to give 0.295 g of 1-({2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)pyrrolidin-2-one i110. This crude product is used in the next step without further purification.

후처리

  1. customIn a flask fitted with a magnetic stirrer and a reflux condenser
  2. temperatureto reflux overnight
  3. concentrationAfter this time, the mixture is concentrated
  4. washwashed with a saturated solution of sodium bicarbonate
  5. dry with materialThe organic layer is dried over magnesium sulfate
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-919e2dae5549415296dc5a13fad8bcba
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790720B2

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