Hydrogen Bromide → HCID 68982042, compound

HRID 475573Notes

Reaction equation

HRID 475573 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:17]2[O:18][CH:19]=[C:20]([CH2:22][CH:23]([C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36][CH2:37][CH3:38])=[O:29])C(OC)=O)[N:21]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16])C1C=CC=CC=1.Br>C(O)C>[CH2:37]([O:36][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[C:28](=[O:29])[CH2:23][CH2:22][C:20]1[N:21]=[C:17]([C:11]2[CH:12]=[CH:13][C:14]([O:15][CH3:16])=[C:9]([OH:8])[CH:10]=2)[O:18][CH:19]=1)[CH3:38]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 68983326HCID 68983326, compound

Product 1

HCID 68982042HCID 68982042, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 13.4 g quantity of methyl 2-[2-(3-benzyloxy-4-methoxyphenyl)oxazol-4-ylmethyl]-3-(2-ethoxyphenyl)-3-oxopropionate obtained in Example 100 was suspended in 67 ml of ethanol, 67 ml of 47% hydrobromic acid was added thereto, and the suspension was heated and refluxed overnight. After standing to cool, the crystals generated were collected by filtration, washed with water and diisopropyl ether, and dried, thereby yielding 8.1 g of white powdery 1-(2-ethoxyphenyl)-3-[2-(3-hydroxy-4-methoxyphenyl)oxazol-4-yl]propan-1-one.

Workup

  1. temperaturethe suspension was heated
  2. temperaturerefluxed overnight
  3. temperatureto cool
  4. filtrationthe crystals generated were collected by filtration
  5. washwashed with water and diisopropyl ether
  6. customdried

Sources & evidence

ORD record
ord-946dd5eb349144b789b5dcf52156f0e2
Source dataset
uspto-grants-2014_01
Patent number
US08637559B2

Reaction notes

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