Ethyl 4-bromobutyrate → 4-[3-[[Ethoxycarbonyl]methoxy]-5-[hydroxymethyl]phenyloxy]butanoic acid, ethyl ester

HRID 1531934Notes

Reaction equation

HRID 1531934 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([O:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[C:6]([CH2:8][OH:9])[CH:7]=1.Br[CH2:18][CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>>[CH2:15]([O:14][C:12]([CH2:11][O:10][C:4]1[CH:3]=[C:2]([O:1][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=1)=[O:13])[CH3:16]

Participants

3

Reactant 2

HCID 76300Ethyl 4-bromobutyrateHCID 1210064842-[3-Hydroxy-5-[hydroxymethyl]phenyloxy]acetic acid, ethyl ester

Product 1

HCID 1317224384-[3-[[Ethoxycarbonyl]methoxy]-5-[hydroxymethyl]phenyloxy]butanoic acid, ethyl ester

Procedure

The subtitle compound was prepared from the product of step (i) (1.6 g) and ethyl 4-bromobutyrate (1.38 g) by the method of example 21 step (ii). Purified by chromatography eluting with 30% ethyl acetate in toluene. Yield 0.43 g.

Workup

  1. customPurified by chromatography
  2. washeluting with 30% ethyl acetate in toluene

Sources & evidence

ORD record
ord-a0d89c52314241909e52af354b09be58
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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