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

HRID 1289918ノート

反応式

HRID 1289918 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9991cd9a0675453885aea09e6a8bf636
出典データセット
uspto-grants-1998_05
特許番号
US05750576

反応ノート

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