Hydrochloric Acid → Benzyl 6-[3-(1-adamantyl)-4-methoxycarbonylmethyloxyphenyl]-2-naphthoate

HRID 1078493노트

반응식

HRID 1078493 반응식
[H-].[Na+].[C:3]12([C:13]3[CH:14]=[C:15]([C:20]4[CH:21]=[C:22]5[C:27](=[CH:28][CH:29]=4)[CH:26]=[C:25]([C:30]([O:32][CH2:33][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[O:31])[CH:24]=[CH:23]5)[CH:16]=[CH:17][C:18]=3[OH:19])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.Br[CH2:41][C:42]([O:44][CH3:45])=[O:43].Cl>CN(C=O)C>[C:3]12([C:13]3[CH:14]=[C:15]([C:20]4[CH:21]=[C:22]5[C:27](=[CH:28][CH:29]=4)[CH:26]=[C:25]([C:30]([O:32][CH2:33][C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=4)=[O:31])[CH:24]=[CH:23]5)[CH:16]=[CH:17][C:18]=3[O:19][CH2:41][C:42]([O:44][CH3:45])=[O:43])[CH2:4][CH:5]3[CH2:6][CH:7]([CH2:8][CH:9]([CH2:11]3)[CH2:10]1)[CH2:12]2

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 10672648Benzyl 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthoate

생성물 1

HCID 19429712Benzyl 6-[3-(1-adamantyl)-4-methoxycarbonylmethyloxyphenyl]-2-naphthoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

136 mg of 80% sodium hydride in oil are added to a solution of 8 g (16mmol) of benzyl 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthoate in 100 ml of DMF. The mixture is left stirring for 1 h and 1.6 ml (16.4 mmol) of methyl bromoacetate are added. The reaction mixture is left stirring overnight, and it is then poured into ice cold water and acidified to pH 2 with concentrated HCl. The solid is filtered and recrystallized from ether. 8.52 g (95%) of the expected derivative are recovered, which derivative melts at 183° C.

후처리

  1. waitThe mixture is left
  2. waitThe reaction mixture is left
  3. stirringstirring overnight
  4. additionit is then poured into ice cold water
  5. filtrationThe solid is filtered
  6. customrecrystallized from ether
  7. custom8.52 g (95%) of the expected derivative are recovered

출처 및 근거

ORD 기록
ord-5d276a718e7441df98747ff9e46c5aaa
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05547983

반응 노트

불러오는 중…