Tetrahydrofuran → Bis(p-dimethylaminophenyl)Methoxy Acetic Acid, Benzyl Ester

HRID 66930노트

반응식

HRID 66930 반응식
[CH3:1][N:2]([C:4]1[CH:20]=[CH:19][C:7]([CH:8]([OH:18])[C:9]2[CH:14]=[CH:13][C:12]([N:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)[CH3:3].COC.[C:24]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)(=[O:27])[CH2:25]O.O1CCCC1>CS(O)(=O)=O.CCCCCC>[CH3:17][N:15]([CH3:16])[C:12]1[CH:13]=[CH:14][C:9]([CH:8]([C:7]2[CH:19]=[CH:20][C:4]([N:2]([CH3:1])[CH3:3])=[CH:5][CH:6]=2)[O:18][CH2:25][C:24]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])=[CH:10][CH:11]=1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 8254Dimethyl EtherHCID 927424,4'-Bis(dimethylamino)benzhydrolHCID 561337Benzyl 2-hydroxyacetate

생성물 1

HCID 131712798Bis(p-dimethylaminophenyl)Methoxy Acetic Acid, Benzyl Ester

시약·촉매·용매 2

HCID 6395Methanesulfonic Acid촉매HCID 8058Hexane용매

실험 절차

A solution of 4,4'-bis(N,N-dimethylamino)benzhydrol, methyl ether (11.0 g, 0.039 mole), benzyl glycolate (6.6 g, 0.039 mole), 90 ml of tetrahydrofuran, 200 ml of hexane, and 10 drops of methanesulfonic acid was refluxed for 6 hours, replacing solvent as distillate was removed; then, 10 drops of tetramethylguanidine was added to discharge the color and the reaction mixture was filtered hot and cooled. A white solid formed which was filtered, washed with petroleum ether and then recrystallized from 4/1 hexane/acetone. The resulting white crystalline product had a mp 101.8°-103° C.

후처리

  1. customwas removed
  2. additionthen, 10 drops of tetramethylguanidine was added
  3. filtrationthe reaction mixture was filtered hot
  4. temperaturecooled
  5. customA white solid formed which
  6. filtrationwas filtered
  7. washwashed with petroleum ether
  8. customrecrystallized from 4/1 hexane/acetone

출처 및 근거

ORD 기록
ord-c8c7ee5975cb486097236de1755ecc83
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04343939

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