2-(6-methoxynaphthalen-2-yl)prop-2-enoic Acid → Naproxen

HRID 35380

반응식

HRID 35380 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13](=[CH2:17])[C:14]([OH:16])=[O:15])[CH:7]=[CH:6]2.C1(C(N)C2CCCCC2)CCCCC1>C(O)C>[CH3:17][C@H:13]([C:14]([OH:16])=[O:15])[C:8]1[CH:7]=[CH:6][C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:12]=[CH:11][C:10]=2[CH:9]=1

참가 물질

4

반응물 2

HCID 37179052-(6-methoxynaphthalen-2-yl)prop-2-enoic AcidHCID 10774245alpha-Cyclohexylcyclohexanemethanamine

생성물 1

HCID 156391Naproxen수율 208.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In a 200 ml-volume autoclave were charged 15.4 mg (0.02 moles) of the [2,2'-bis(diphenylphosphino)-6,6'-dimethylbiphenyl]ruthenium-diacetate as prepared in Example 1, 2.45 g (5 mmoles) of 6-methoxy-α-methylene-2-naphthaleneacetic acid, 0.98 g (5 mmoles) of dicyclohexylmethylamine, and 50 ml of ethanol. The mixture was subjected to hydrogenation at 15° C. under a hydrogen pressure of 100 kg/cm2 for 12 hours, and the solvent was removed from the reaction mixture by distillation to obtain 2.40 g of naproxen (i.e., 6-methoxy-α-methyl-2-naphthaleneacetic acid). The yield was 97%.

후처리

  1. customwas subjected to hydrogenation at 15° C. under a hydrogen
  2. customfor 12 hours
  3. customthe solvent was removed from the reaction mixture by distillation

출처 및 근거

ORD 기록
ord-0afc590b470549e1b4ed24b865a04b96
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04766225

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