Hydrochloric Acid → HCID 22484913, 화합물

HRID 480265

반응식

HRID 480265 반응식
[H-].[Na+].C1(C(C2[C:16]([CH2:17][O:18][CH2:19][C:20]3[C:25](C4C(=CC=C(O)C=4)O)=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:15][CH:14]=[CH:13][CH:12]=2)=CC(=CC=1)O)O.Cl[C:35]1[N:40]=[CH:39][C:38]([C:41](=[O:43])[CH3:42])=[CH:37][CH:36]=1.Cl.[OH2:45]>CN(C=O)C>[CH2:19]([O:18][C:17]1[CH:12]=[CH:13][C:14]([O:45][C:35]2[N:40]=[CH:39][C:38]([C:41](=[O:43])[CH3:42])=[CH:37][CH:36]=2)=[CH:15][CH:16]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 24758Sodium hydrideHCID 27796981-(6-Chloropyridin-3-yl)ethan-1-oneHCID 1317110222-[2-[[2-(2,5-Dihydroxyphenyl)phenyl]methoxymethyl]phenyl]benzene-1,4-diol

생성물 1

HCID 22484913HCID 22484913, 화합물수율 75%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

Dried DMF solution (50 ml) of sodium hydride (60% in oil, 7.24 g, 181 mmol) was cooled with ice in nitrogen atmosphere, dried DMF solution (50 ml) of hydroquinone monobenzyl ether (36.2 g, 181 mmol) was dropped into the above solution spending 10 minutes under ice cooling and the mixture was stirred for 1.5 hours under ice cooling. Dried DMF solution (110 ml) of 6-chloro-3-acetylpyridine (26.7 g, 172 mmol) was dropped into the above mixture spending 15 minutes and stirred for 2 hours under ice cooling. After completing the reaction, the reaction liquid was acidified with 6N hydrochloric acid, added with water, extracted with ethyl acetate, washed with water (400 ml×3), dried with magnesium sulfate and concentrated. The residue was recrystallized from 2-propanol (300 ml) to obtain the subject compound (43.3 g, 136 mmol). The result of 1H-NMR was consistent with the above structure.

후처리

  1. additionwas dropped into the above solution
  2. waitspending 15 minutes
  3. stirringstirred for 2 hours under ice cooling
  4. customthe reaction
  5. customthe reaction liquid
  6. extractionextracted with ethyl acetate
  7. washwashed with water (400 ml×3)
  8. dry with materialdried with magnesium sulfate
  9. concentrationconcentrated
  10. customThe residue was recrystallized from 2-propanol (300 ml)

출처 및 근거

ORD 기록
ord-03acba47e7b24b1ab92d7c12439502b8
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06649656B1

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