Hydrochloric Acid → O-((4-Methoxyphenyl)methyl)hydroxylamine

HRID 457911

反応式

HRID 457911 の反応式
C([NH:8][OH:9])(OC(C)(C)C)=O.[H-].[Na+].[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][CH:15]=1.Cl>C1COCC1.C(OCC)C>[NH2:8][O:9][CH2:18][C:17]1[CH:20]=[CH:21][C:14]([O:13][CH3:12])=[CH:15][CH:16]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 699934-Methyloxybenzyl chlorideHCID 97534tert-butyl N-hydroxycarbamate

生成物 1

HCID 120426O-((4-Methoxyphenyl)methyl)hydroxylamine収率 39%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution was made of Boc hydroxylamine (2.0 g, 17.1 mmol) in dry THF (60 ml). Sodium hydride (1.1 g of a 60% suspension in paraffin oil, 25.7 mmol) was then added and the suspension stirred. A catalytic amount of KI was then added to the reaction prior to the cautious addition of 4-methoxybenzyl chloride (3.2 g, 20.4 mmol). The reaction was then allowed to stir overnight before removal of solvent in vacuo. The residue was taken up with diethyl ether (100 ml) and HCl gas bubbled in for 20 minutes, causing the start of precipitation of the product. The flask was stoppered and left to stand overnight. The product was then filtered off as a off-white wax (39–52% yield according to varying batches).

後処理

  1. additionA catalytic amount of KI was then added to the reaction
  2. stirringto stir overnight before removal of solvent in vacuo
  3. custombubbled in for 20 minutes
  4. customthe start of precipitation of the product
  5. waitleft
  6. filtrationThe product was then filtered off as a off-white wax (39–52% yield according to varying batches)

出典と根拠

ORDレコード
ord-478b9d3f88d142909d2dfdb80916c78b
出典データセット
uspto-grants-2007_03
特許番号
US07189754B2

関連ノート

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