Hydrochloric Acid → 4,4'-Bis(3-hydroxy-2,2-dimethylpropyl)biphenyl

HRID 2419856ノート

反応式

HRID 2419856 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([C:11]([CH3:34])([CH3:33])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C:26]([CH3:32])([C:28](OC)=[O:29])[CH3:27])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)(OC)=[O:8].[NH4+].[Cl-].Cl>O1CCCC1.C(OCC)(=O)C>[OH:8][CH2:7][C:11]([CH3:34])([CH3:33])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C:26]([CH3:32])([CH3:27])[CH2:28][OH:29])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 20314658HCID 20314658、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 213125864,4'-Bis(3-hydroxy-2,2-dimethylpropyl)biphenyl

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 5.94 g of lithium aluminum hydride in 1500 ml of dry tetrahydrofuran 30 g of 4,4'-bis(2-carbomethoxy-2-methylpropyl)biphenyl was slowly added. The reaction mixture thickened on stirring overnight. Then there was added 150 ml of ethyl acetate, 60 ml of saturated aqueous NH4Cl and 150 ml of concentrated HCl After thorough mixing, the solid and liquid were separated by filtration. The filtrate was evaporated to dryness and the residue recrystallized from benzene to obtain 15 g of 4,4'-bis(3-hydroxy-2,2-dimethylpropyl)biphenyl. The solid from the above filtration was slurried with 50 ml of H2O, 10 ml of concentrated HCl and 50 ml of benzene and the mixture heated at reflux for 1 hr. The benzene layer was separated, dried with MgSO4 at 80° C, filtered hot and then cooled to precipitate an additional 10 g of 4,4'-bis(3-hydroxy-2,2-dimethylpropyl)biphenyl, m.p. 168°-170° C.

後処理

  1. customthe solid and liquid were separated by filtration
  2. customThe filtrate was evaporated to dryness
  3. customthe residue recrystallized from benzene

出典と根拠

ORDレコード
ord-e3d28d52cd7649819bf0954cfd79a4ce
出典データセット
uspto-grants-1978_08
特許番号
US04107444

反応ノート

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