Ethyl bromoacetate → Ethyl (4-acetyl-3-hydroxy-2-propylphenoxy)acetate

HRID 2425025Notes

Reaction equation

HRID 2425025 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([OH:11])[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].Br[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[CH2:20]([O:19][C:17](=[O:18])[CH2:16][O:11][C:6]1[CH:5]=[CH:4][C:3]([C:12](=[O:14])[CH3:13])=[C:2]([OH:1])[C:7]=1[CH2:8][CH2:9][CH3:10])[CH3:21]

Participants

3

Reactant 2

HCID 7748Ethyl bromoacetateHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Product 1

HCID 13389144Ethyl (4-acetyl-3-hydroxy-2-propylphenoxy)acetate

Procedure

1-(2,4-Dihydroxy-3-propyl-phenyl)-ethanone was treated with ethyl 2-bromoacetate and processed as described in the synthesis of example 20a. Yield, 80%, white solid; mp, 61-62° C.; MS (EI): 280 (M+), 265, 251 (100%), 193; analysis: C15H20O5 requires C, 64.27; H, 7.19; found: C, 64.56; H, 7.39%.

Workup

  1. customas described in the synthesis of example 20a
  2. customYield
  3. custommp, 61-62° C.

Sources & evidence

ORD record
ord-5a77e680c1714ca9901a88fa4ba55c5a
Source dataset
uspto-grants-2011_06
Patent number
US07964628B2

Reaction notes

Loading…