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Benzyl 4-(4-nitro-3-benzyloxyphenoxy)benzoate → 4-(4-Amino-3-hydroxyphenoxy)benzoic acid

HRID 382915
ノート
印刷プレビュー

反応式

HRID 382915 の反応式
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[CH:24]=[CH:23][C:12]([C:13]([O:15]CC3C=CC=CC=3)=[O:14])=[CH:11][CH:10]=2)=[CH:6][C:5]=1[O:27]CC1C=CC=CC=1)([O-])=O.[H][H]>O1CCCC1.C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[CH:24]=[CH:23][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)=[CH:6][C:5]=1[OH:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 18459341Benzyl 4-(4-nitro-3-benzyloxyphenoxy)benzoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 177867174-(4-Amino-3-hydroxyphenoxy)benzoic acid収率 93%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒HCID 8857
Ethyl Acetate
溶媒

実験手順

46.6 g of the benzyl 4-(4-nitro-3-benzyloxyphenoxy)benzoate (0.11 mol) prepared as described in Example 4 are dissolved in 500 ml of a mixture of tetrahydrofuran and ethyl acetate (volume ratio 1:1), and 5 g of Pd/C (palladium/carbon) are added to the solution. The mixture is then hydrogenated using hydrogen at a pressure of 1 bar at room temperature in an autoclave with vigorous stirring; the reaction is terminated after 3 days. The pale violet solution is evaporated to half in a rotary evaporator and left to stand overnight at room temperature, during which the reaction product precipitates out in crystalline form. The reaction product is then separated off and dried for 48 hours under nitrogen at 40° C./10 mbar in a vacuum drying cabinet (yield: 93%).

後処理

  1. additionare added to the solution
  2. customat room temperature
  3. customthe reaction is terminated after 3 days
  4. customThe pale violet solution is evaporated to half in a rotary evaporator
  5. waitleft
  6. customthe reaction product precipitates out in crystalline form
  7. customThe reaction product is then separated off
  8. customdried for 48 hours under nitrogen at 40° C./10 mbar in a vacuum
  9. customdrying cabinet (yield: 93%)

出典と根拠

ORDレコード
ord-1a11319cbc2d46bba96ed07eba648384
出典データセット
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06310238B1

反応ノート

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