Diisopropyl Ether → HCID 19598189, compound

HRID 1600327Notes

Reaction equation

HRID 1600327 reaction equation
[CH:1]([O:4]C(C)C)(C)[CH3:2].[C:8]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)(=[O:11])[CH:9]=[CH2:10].C(OC(=O)C)(=O)C>N1C=CC=CC=1>[C:8]([O:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][C:1](=[O:4])[CH3:2])=[CH:18][CH:19]=1)(=[O:11])[CH:9]=[CH2:10]

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 7918Acetic AnhydrideHCID 22123752HCID 22123752, compound

Product 1

HCID 19598189HCID 19598189, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1400 g of isopropyl ether, 100 g of 4-hydroxybenzyl acrylate and 53 g of pyridine were charged into a separable flask of the same type as used in Reference Example 1, and the flask inside gas was replaced with a nitrogengas over 30 minutes, while ice cooling the flask. Then, 125 g of acetic anhydride was dropwise added thereto at 3° C. over 2 hours, and stirring was continued at room temperature for 3 hours. After completion of the reaction, the reaction mixture was washed with 0.5N hydrochloric acid and then with water. By distilling off isopropyl ether from the reaction mixture, 113 g of 4-acetoxybenzyl acrylate of the following chemical formula was obtained (yield: 91%): ##STR9##

Workup

  1. waitat 3° C. over 2 hours
  2. waitwas continued at room temperature for 3 hours
  3. customAfter completion of the reaction
  4. washthe reaction mixture was washed with 0.5N hydrochloric acid
  5. distillationBy distilling off isopropyl ether from the reaction mixture, 113 g of 4-acetoxybenzyl acrylate of the following chemical formula
  6. customwas obtained (yield: 91%)

Sources & evidence

ORD record
ord-83d9b93418c94beb9e946ef4e2fd1538
Source dataset
uspto-grants-1998_04
Patent number
US05744562

Reaction notes

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