Ethyl bromoacetate → HCID 54430174, compound

HRID 443947Notes

Reaction equation

HRID 443947 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH:16]=[CH:17][C:18](=[O:20])[CH3:19])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26]>[Zn]>[OH:20][C:18]([CH3:19])([CH:17]=[CH:16][CH2:15][CH2:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][CH2:6][C:5]2[CH:21]=[CH:22][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:9][CH:10]=1)[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26]

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 57270480HCID 57270480, compound

Product 1

HCID 54430174HCID 54430174, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Using 900 mg of 6-[p-(p-fluorobenzyloxy)phenyl]-3-hexen-2-one, 660 mg of ethyl bromoacetate and 260 mg of zinc, the reaction and the purification of the product were carried out according to the method described in Example 1 (a) affording 1.10 g of ethyl 3-hydroxy-3-methyl-7-[p-(p-fluorobenzyloxy)phenyl]-4-heptenoate.

Workup

  1. customthe reaction
  2. customthe purification of the product

Sources & evidence

ORD record
ord-34d2b09b414f4423b8313ceddb2fbe39
Source dataset
uspto-grants-1981_04
Patent number
US04262013

Reaction notes

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