Sodium Hydroxide → 4-[Amino(phenyl)methyl]phenol

HRID 1940435

反応式

HRID 1940435 の反応式
[OH:1][C:2]1[CH:16]=[CH:15][C:5]([C:6](=[N:13]O)[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+].C([BH3-])#N.[Na+].C(=O)([O-])O.[Na+].[OH-].[Na+]>[Cl-].[Cl-].[Cl-].[Ti+3].C(OCC)(=O)C>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]([NH2:13])[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:15][CH:16]=1

参加物

8

反応物 5

HCID 14798Sodium HydroxideHCID 973924-Hydroxybenzophenone oximeHCID 516892Sodium BicarbonateHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 49622034-[Amino(phenyl)methyl]phenol

試薬・触媒・溶媒 2

HCID 10313229titanium(III) trichloride触媒HCID 8857Ethyl Acetate溶媒

実験手順

A procedure similar to that described in Preparation 12 was repeated, but using 86 ml of a methanolic solution containing 4.28 g of 4-hydroxybenzophenone oxime, 17.03 g of ammonium acetate, 3.79 g of sodium cyanoborohydride, and 40.1 ml of a 17-19% by volume aqueous solution of titanium trichloride, and using a dilute aqueous solution of sodium hydrogencarbonate instead of the aqueous solution of sodium hydroxide, and using ethyl acetate as the extracting solvent. The residue obtained was subjected to silica gel column chromatography and eluted with a 80% by volume solution of ethyl acetate in hexane, with ethyl acetate itself, and with a 3% by volume solution of methanol in ethyl acetate, to give 2.74 g of the title compound as crystals, melting at 113°-115° C. (after recrystallization from methylene chloride).

後処理

  1. customA procedure similar to that described in Preparation 12
  2. customThe residue obtained
  3. washeluted with a 80% by volume solution of ethyl acetate in hexane, with ethyl acetate itself
  4. customwith a 3% by volume solution of methanol in ethyl acetate, to give
  5. custom2.74 g of the title compound as crystals, melting at 113°-115° C. (after recrystallization from methylene chloride)

出典と根拠

ORDレコード
ord-604618200bf4480dbb6ffc8b22f93165
出典データセット
uspto-grants-1997_12
特許番号
US05698720

関連ノート

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