Ethyl Acetate → HCID 86705072, compound

HRID 2176058Notes

Reaction equation

HRID 2176058 reaction equation
[C:1]([O:4][CH2:5][CH2:6]/[CH:7]=[C:8]1\[O:9][C:10](=[O:15])[O:11][C:12]\1([CH3:14])[CH3:13])(=[O:3])[CH3:2].[C:16](OCC)(=O)C.COC1C=CC(O)=CC=1>>[C:1]([O:4][CH2:5][CH2:6]/[CH:7]=[C:8]1\[O:9][C:10](=[O:15])[O:11][C:12]\1([CH3:14])[CH3:13])(=[O:3])[CH:2]=[CH2:16]

Participants

4

Reactant 3

HCID 8857Ethyl AcetateHCID 90154-MethoxyphenolHCID 86705073HCID 86705073, compound

Product 1

HCID 86705072HCID 86705072, compound

Conditions

Temperature
40 °C

Procedure

280 g (1.31 mol) of (3Z)-3-(5,5-dimethyl-2-oxo-1,3-dioxolan-4-ylidene)propyl acetate (exo-VC-OAc), 1307 g (13.1 mol) of ethyl acetate, 0.28 g of 4-methoxyphenol (MeHQ) and 84 g (30% by weight) of Novozym® 435 from Novozymes were combined. The mixture was stirred at 40° C. for 24 h. The mixture was filtered and washed through with acetone, and the solvent was removed at 40° C. on a rotary evaporator. This gave 276.7 g of the product of the title compound with a purity of 92.4% (GC analysis).

Workup

  1. filtrationThe mixture was filtered
  2. washwashed through with acetone
  3. customthe solvent was removed at 40° C. on a rotary evaporator

Sources & evidence

ORD record
ord-9c89a82ed5f44f33ad7b1bfd9233d964
Source dataset
uspto-grants-2015_06
Patent number
US09062136B2

Reaction notes

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