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

HRID 1437588

반응식

HRID 1437588 반응식
[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]

참가 물질

5

반응물 2

HCID 7528SolketalHCID 7918Acetic Anhydride

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d0c38f3d127e4eb3854c9aa39861d659
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622501B2

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