Solketal → (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl acetate

HRID 1437588

反応式

HRID 1437588 の反応式
[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][OH:8])[CH2:4][O:3]1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>CN(C1C=CN=CC=1)C.ClCCl>[C:10]([O:8][CH2:7][CH:5]1[CH2:4][O:3][C:2]([CH3:9])([CH3:1])[O:6]1)(=[O:12])[CH3:11]

参加物

5

反応物 2

HCID 7528SolketalHCID 7918Acetic Anhydride

生成物 1

HCID 252333(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl acetate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 28.1 g (212 mmol) of 2,2-dimethyl-1,3-dioxolane-4-methanol and 44 g (361 mmol) of DMAP in 1 L of dichloromethane was added 36 mL (382 mmol) of acetic anhydride dropwise. The resulting mixture was stirred at rt for 0.5 h. The reaction mixture was then quenched with NH4Cl (aq), the organic layer separated and washed with saturated NaHCO3. The organic layer was then dried (Na2SO4), filtered and concentrated in vacuo to give an oil which was used without further purification. 1H NMR (500 MHz, acetone-d6): δ 4.30-4.25 (m, 1H), 4.09-4.01 (m, 1H), 3.72 (dd, 1H), 2.01 (s, 3H), 1.33 (s, 3H), 1.27 (s, 3H).

後処理

  1. customThe reaction mixture was then quenched with NH4Cl (aq)
  2. customthe organic layer separated
  3. washwashed with saturated NaHCO3
  4. dry with materialThe organic layer was then dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto give an oil which
  8. customwas used without further purification

出典と根拠

ORDレコード
ord-d0c38f3d127e4eb3854c9aa39861d659
出典データセット
uspto-grants-2009_11
特許番号
US07622501B2

関連ノート

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