Methylparaben → Methyl 4-(t-butyloxyacetyloxy)benzoate

HRID 583690ノート

反応式

HRID 583690 の反応式
Br[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=O.[OH:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=1.C([O-])([O-])=[O:22].[Cs+].[Cs+]>CN(C=O)C.C(OCC)(=O)C>[C:6]([O:5][CH2:3][C:2]([O:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:19][CH:20]=1)=[O:22])([CH3:9])([CH3:8])[CH3:7]

参加物

6

反応物 3

HCID 7456MethylparabenHCID 10796Cesium carbonateHCID 79177tert-Butyl bromoacetate

生成物 1

HCID 18928531Methyl 4-(t-butyloxyacetyloxy)benzoate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

t-Butyl bromoacetate (0.83 mL, 5.1 mmol), methyl 4-hydroxybenzoate (780 mg, 5.1 mmol) and Cs2CO3 (1.83 g, 5.6 mmol) were combined in 25 mL DMF. After 16 h, the reaction was diluted with ethyl acetate, washed with water, saturated NaHCO3, 10% KHSO4 and brine, dried (MgSO4) and concentrated providing 24-1 as a yellow oil. Rf 0.84 (silica, 50% EtOAC/hexane).

後処理

  1. washwashed with water, saturated NaHCO3, 10% KHSO4 and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-14cd9290c8114ddca16e3597b4b6c579
出典データセット
uspto-grants-1999_07
特許番号
US05929120

反応ノート

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