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Acetic Acid → (5-Tert-butyl-2-methoxy-3-nitrophenyl)methanol

HRID 2360516
ノート
印刷プレビュー

反応式

HRID 2360516 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([CH:12]=1)[CH:10]=[O:11])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].C(O)(=O)C>ClCCl.CO.O>[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([CH2:10][OH:11])[CH:12]=1)([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

7

反応物 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 584939905-Tert-butyl-2-methoxy-3-nitrobenzaldehyde

生成物 1

HCID 58493934(5-Tert-butyl-2-methoxy-3-nitrophenyl)methanol

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒
HCID 6344
Dichloromethane
溶媒

実験手順

3.47 g 5-tert-butyl-2-methoxy-3-nitro-benzaldehyde are dissolved in 15 ml dichloromethane and 15 ml of methanol, cooled to 0° C. and combined with 600 mg sodium borohydride. The mixture is allowed to come up to ambient temperature and stirred for 2 hours. Then the solvents are eliminated in vacuo, the residue is taken up in water and combined with 6 ml acetic acid. It is stirred vigorously for 5 minutes and then extracted twice with ethyl acetate. The combined organic phases are washed with saturated aqueous sodium chloride solution, dried on magnesium sulphate and the solvents are eliminated in vacuo. The product thus obtained is further reacted directly.

後処理

  1. customto come up to ambient temperature
  2. stirringIt is stirred vigorously for 5 minutes
  3. extractionextracted twice with ethyl acetate
  4. washThe combined organic phases are washed with saturated aqueous sodium chloride solution
  5. customdried on magnesium sulphate
  6. customThe product thus obtained
  7. customis further reacted directly

出典と根拠

ORDレコード
ord-9c5028ee71e1488eb9826aef63929995
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08686022B2

反応ノート

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