Sodium Hydroxide → Z-4-[4-(2-benzyloxyethoxy)-phenyl]-3,4-diphenyl-but-3-en-1-ol

HRID 1289918노트

반응식

HRID 1289918 반응식
[OH-].[Na+].[OH:3][CH2:4][CH2:5]/[C:6](/[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[C:7](/[C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)\[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:27]([O:34][CH2:35][CH2:36]Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH2:27]([O:34][CH2:35][CH2:36][O:20][C:17]1[CH:16]=[CH:15][C:14](/[C:7](/[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6](\[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)/[CH2:5][CH2:4][OH:3])=[CH:19][CH:18]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 73833Benzene, ((2-bromoethoxy)methyl)-HCID 13298065Z-4-(4-hydroxy-1,2-diphenyl-but-1-enyl)-phenol

생성물 1

HCID 70117020Z-4-[4-(2-benzyloxyethoxy)-phenyl]-3,4-diphenyl-but-3-en-1-ol

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매

실험 절차

The reaction vessel was charged with toluene (790 ml), 48% aqueous sodium hydroxide (790 ml), tetrabutylammonium bromide (2.12 g, 6.6 mmol) and Z-4-(4-hydroxy-1,2-diphenyl-but-1-enyl)-phenol (50 g, 0.16 mol) prepared by the method described by U.S. Pat. No. 4,996,225. The mixture was refluxed for 30 minutes. Benzyl-(2-bromoethyl)ether (Grobelny D. et al., Tetrahedron Letters 28, 2639-42, 1979) (41.7 g, 0.19 mol) was added to the reaction mixture and the refluxing was continued for 2 hours. Then the mixture was cooled to room temperature, layers were separated and aqueous phase was washed with toluene. Toluene phases were combined, washed with water, dried and evaporated to dryness. The residue was used in the next stage without further purification.

후처리

  1. customprepared by the method
  2. temperatureThe mixture was refluxed for 30 minutes
  3. customlayers were separated
  4. washaqueous phase was washed with toluene
  5. washwashed with water
  6. customdried
  7. customevaporated to dryness
  8. customThe residue was used in the next stage without further purification

출처 및 근거

ORD 기록
ord-9991cd9a0675453885aea09e6a8bf636
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750576

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