Ethyl bromoacetate → HCID 53805257, compound

HRID 973741Notes

Reaction equation

HRID 973741 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[O:16][CH3:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(C(C)=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:11][C:10]=1[O:16][CH3:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 5626874-BENZYLOXY-3-METHOXYPHENOL

Product 1

HCID 53805257HCID 53805257, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Using the procedure of Step C of Example 16, 2.76 g of the product of Step A, 1.82 g of potassium carbonate, 15 ml of methyl ethyl ketone and 1.6 ml of ethyl bromoacetate were reacted. Extraction was carried out with methyl ethyl ketone and the organic phase was concentrated to dryness to obtain 3.9 g of crude product which was chromatographed on silica (eluant: hexane-ethyl acetate 8-2) to obtain 3.6 g of the expected product melting at 58° C.

Workup

  1. customwere reacted
  2. extractionExtraction
  3. concentrationthe organic phase was concentrated to dryness
  4. customto obtain 3.9 g of crude product which
  5. customwas chromatographed on silica (eluant: hexane-ethyl acetate 8-2)

Sources & evidence

ORD record
ord-0a61132248ed4f4689185c4a6f7e516c
Source dataset
uspto-grants-1991_11
Patent number
US05064861

Reaction notes

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