Diethyl Ether → HCID 86757813, compound

HRID 1700967Notes

Reaction equation

HRID 1700967 reaction equation
C([Si](C)(C)[O:6][C@@H:7]([CH2:15][CH2:16][OH:17])[C:8]([CH3:14])([CH3:13])[C:9](=[O:12])[CH2:10][CH3:11])(C)(C)C.C(OCC)C.[CH3:25][C:26]([CH3:28])=O.C(O)(C(F)(F)F)=O>>[CH3:25][C:26]1([CH3:28])[O:6][C@H:7]([C:8]([CH3:13])([C:9](=[O:12])[CH2:10][CH3:11])[CH3:14])[CH2:15][CH2:16][O:17]1.[CH2:8]([C:7]([CH2:15][CH3:16])=[O:6])[CH3:9]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 22949805HCID 22949805, compoundHCID 86586799TFA acetone

Product 1

HCID 86757813HCID 86757813, compound

Procedure

A solution of 0.200 g of compound 34 in 5 ml of acetone/CF3COOH is heated to 35° for 18 h. Trethyl amine (1 ml) is then added to the mixture at 0° followed by 20 ml of diethyl ether. The solution is then three times extracted with 10 ml of water each, dred, and the solvent evaporated. FC of the residue in hexanelether 3/1 (+1% of triethyl amine) gives 0.118 g of 30. MS (C12H22O3; 214): 215 [M+H]. 1H-NMR (CDCl3): δ=4.05-3.80 m (3H); 2.5 q (2H); 1.40 s (3H); 1.30 m (includ. s) (4H); 1.10 s (3H); 1.00 s (3H); 0.95 t (3H).

Workup

  1. extractionthree times extracted with 10 ml of water each,
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-1bc1b458b3884208bfb023145d368eb6
Source dataset
uspto-grants-2002_02
Patent number
US06350878B1

Reaction notes

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