1-Methoxy-2-propanol → (2-Methoxy-1-methylethoxy)acetic Acid Ethyl Ester

HRID 2053622

Reaktionsgleichung

Reaktionsgleichung von HRID 2053622
[CH3:1][O:2][CH2:3][CH:4]([OH:6])[CH3:5].[N+](=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N-]>ClCCl.CCCCCCC.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.[Rh].[Rh]>[CH2:13]([O:12][C:10](=[O:11])[CH2:9][O:6][CH:4]([CH3:5])[CH2:3][O:2][CH3:1])[CH3:14]

Komponenten

6

Edukt 2

HCID 79001-Methoxy-2-propanolHCID 12192Ethyl diazoacetate

Produkt 1

HCID 64044950(2-Methoxy-1-methylethoxy)acetic Acid Ethyl EsterAusbeute 64,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 423677Acetic acid, rhodium salt (4:2)KatalysatorHCID 6344DichloromethaneLösungsmittelHCID 8900HeptaneLösungsmittel

Versuchsvorschrift

To a solution of 1-methoxy-2-propanol (900 mg, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at rt for 30 min. The reaction mixture is diluted with heptane, filtered through celite, and the filtrate is evaporated and the residue is vacuum distilled at 133° C. to give 1.03 g of the product 473. 1H NMR (CDCl3) δ 4.20 (q, 2H), 3.72 (m, 1H), 3.45 (dd, 1H), 3.37 (dd, 1H), 3.35 (s, 3H), 1.27 (t, 3H), 1.19 (d, 3H).

Aufarbeitung

  1. filtrationfiltered through celite
  2. customthe filtrate is evaporated
  3. distillationdistilled at 133° C.

Quellen und Nachweise

ORD-Eintrag
ord-8989f3fb34994c328bd80739944a466c
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326792B2

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