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Hydrochloric Acid → 1-[3-(Tert-butyl)-4-hydroxy-5-nitrophenyl]-1-ethanone

HRID 1295952
ノート
印刷プレビュー

反応式

HRID 1295952 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([C:12](=[O:14])[CH3:13])[CH:8]=[CH:9][C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[N+:15]([O-])([OH:17])=[O:16].C(OC(=O)C)(=O)C.Cl>C(OCC)C.C(Cl)Cl.O>[C:1]([C:5]1[CH:6]=[C:7]([C:12](=[O:14])[CH3:13])[CH:8]=[C:9]([N+:15]([O-:17])=[O:16])[C:10]=1[OH:11])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 137241451-(3-Tert-butyl-4-hydroxyphenyl)ethanone

生成物 1

HCID 229297281-[3-(Tert-butyl)-4-hydroxy-5-nitrophenyl]-1-ethanone収率 98%

試薬・触媒・溶媒 3

HCID 962Water
溶媒
HCID 3283Diethyl Ether溶媒
HCID 6344Dichloromethane溶媒

実験手順

1-[3-(tert-Butyl)-4-hydroxyphenyl]-1-ethanone (739 g) was added to a mixture of 69% nitric acid (354 g), water (1 l) and methylene chloride (2 l) at 10° C. to 15° C. while stirring. After then adding diethyl ether (3 l) and acetic anhydride (28 ml), 5 N hydrochloric acid was further added at 10° C. to 15° C. The temperature of the reaction mixture was raised to room temperature over a period of 1.5 hours, and the mixture was then poured into ice water. The mixture was extracted with diethyl ether, and the organic layer was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to yield the title compound (894 g) as a yellow oil.

後処理

  1. extractionThe mixture was extracted with diethyl ether
  2. washthe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-bc7245931abb4cac8bf7473361ab7406
出典データセット
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07244730B2

反応ノート

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