1-Bromo-3-chloropropane → Methyl 4'-(3-chloropropoxy)[1,1'-biphenyl]-4-carboxylate

HRID 429235노트

반응식

HRID 429235 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:25][CH2:26][CH2:27][Cl:28]>CC(=O)CC.C(OCC)(=O)C>[Cl:28][CH2:27][CH2:26][CH2:25][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

생성물 1

HCID 18354767Methyl 4'-(3-chloropropoxy)[1,1'-biphenyl]-4-carboxylate수율 92%

시약·촉매·용매 2

HCID 6569Methyl Ethyl Ketone용매HCID 8857Ethyl Acetate용매

실험 절차

The product from Example 10A (4.50 g, 19.7 mmol), K2CO3 (4.0 g, 29.6 mmol) and 3-bromochloropropane (3.88 g, 24.6 mmol) in 2-butanone (100 mL) were heated at reflux for 24 hours. The mixture was allowed to cool to ambient temperature and then diluted with ethyl acetate (200 mL). The mixture was washed with water (2×100 mL) and brine (100 mL) and the remaining organic layer was dried over MgSO4 and filtered. The filtrate was evaporated under reduced pressure to provide the title compound as an off-white solid (5.5 g, 92% yield).

후처리

  1. temperatureat reflux for 24 hours
  2. washThe mixture was washed with water (2×100 mL) and brine (100 mL)
  3. dry with materialthe remaining organic layer was dried over MgSO4
  4. filtrationfiltered
  5. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-0b58d5c83d9549f7872273283ba15296
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316475B1

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