Ammonium Chloride → 4-(2-Amino-5-benzyloxy-phenylsulfanyl)-phenol

HRID 607317ノート

反応式

HRID 607317 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:23]([O-])=O)=[C:13]([S:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+]>O1CCCC1.CO.O.[Fe]>[NH2:23][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][C:13]=1[S:15][C:16]1[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=1

参加物

7

反応物 2

HCID 25517Ammonium ChlorideHCID 668083594-(5-Benzyloxy-2-nitro-phenylsulfanyl)-phenol

生成物 1

HCID 668086274-(2-Amino-5-benzyloxy-phenylsulfanyl)-phenol収率 95.6%

試薬・触媒・溶媒 4

HCID 23925Iron触媒HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

The product of Example 237B (0.390 g, 1.10 mmol), iron powder (0.248 g, 4.41 mmol, 4.0 eq) and ammonium chloride (0.071 g, 1.32 mmol, 1.2 eq) in tetrahydrofuran (6 mL), methanol (6 mL) and water (2 mL) was heated under reflux for 16 hours and then cooled to room temperature. The reaction mixture was filtered through Celite, rinsing with methanol, and the filtrate was evaporated under reduced pressure to provide the title compound (0.340 g, 95%) as a gray powder that was used in subsequent reactions without further purification.

後処理

  1. temperatureunder reflux for 16 hours
  2. filtrationThe reaction mixture was filtered through Celite
  3. washrinsing with methanol
  4. customthe filtrate was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-d6fc048825cc44548167e7565e4707c5
出典データセット
uspto-grants-2011_03
特許番号
US07915411B2

反応ノート

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