Triethylamine → 4-n-Undecanoyloxy-4'-hydroxy-biphenyl

HRID 442592노트

반응식

HRID 442592 반응식
[CH3:1][C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)=[O:3].C(N(CC)CC)C.[C:25](Cl)(=O)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]CC.CN(C1C=CC=CN=1)C>C(Cl)Cl>[C:2]([O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[CH:9][CH:10]=1)(=[O:3])[CH2:1][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 87287Undecanoyl chlorideHCID 144384094-Methylcarbonyloxy-4'-hydroxybiphenyl

생성물 1

HCID 539939534-n-Undecanoyloxy-4'-hydroxy-biphenyl수율 39.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
70 °C

실험 절차

To a solution of 4-methylcarbonyloxy-4'-hydroxybiphenyl (2.3 g) and triethylamine (1.1 g) in methylene chloride (50 ml) was gradually added dropwise undecanoyl chloride (n-C10H21COCl) (2.1 g). Dimethylaminopyridine (0.3 g) was further added thereto and the mixture was stirred for 24 hours. After the solvent was distilled off, the residue was added to tetrahydrofuran containing tert-butylamine and the mixture was refluxed at 70° C. for 2 hours and hydrolyzed. After the solvent was distilled off, dilute hydrochloric acid was added to the residue to render the solution neutral and the solution was extracted with diethyl ether. After the solvent was distilled off, the residue was washed with hexane and recrystallized from water/ethanol (1/9) solution to obtain the titled compound (about 1.4 g).

후처리

  1. distillationAfter the solvent was distilled off
  2. additionthe residue was added to tetrahydrofuran
  3. additioncontaining tert-butylamine
  4. distillationAfter the solvent was distilled off
  5. additiondilute hydrochloric acid was added to the residue
  6. extractionthe solution was extracted with diethyl ether
  7. distillationAfter the solvent was distilled off
  8. washthe residue was washed with hexane
  9. customrecrystallized from water/ethanol (1/9) solution

출처 및 근거

ORD 기록
ord-67403f27f5e745d7a42c1dd6a376f3cb
출처 데이터셋
uspto-grants-1999_04
특허 번호
US05891359

반응 노트

불러오는 중…