3-Hydroxypropionic acid → beta-Carboxyethyl 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylate

HRID 894197Notes

Reaction equation

HRID 894197 reaction equation
Cl[C:2]([C:4]1[CH:19]=[CH:18][C:7]2[O:8][CH2:9][C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[C:12](=[O:13])[C:6]=2[CH:5]=1)=[O:3].[Na].[OH:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25]>O1CCCC1>[O:13]=[C:12]1[C:11]2[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=2[CH2:9][O:8][C:7]2[CH:18]=[CH:19][C:4]([C:2]([O:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:3])=[CH:5][C:6]1=2

Participants

5

Reactant 3

HCID 681523-Hydroxypropionic acidHCID 5360545SodiumHCID 134560052-Chlorocarbonyl-6,11-dihydro-11-oxodibenz[b,e]oxepin

Product 1

HCID 21162729beta-Carboxyethyl 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 1.0 gm of 2-chlorocarbonyl-6,11-dihydro-11-oxodibenz[b,e]oxepin in 20 cc of tetrahydrofuran and add 1.0 gm of the sodium salt of β-hydroxypropionic acid. Stir the mixture at room temperature for 18 hours. Filter and evaporate the filtrate to dryness. Recrystallize the solid residue from ethanol to obtain the title product.

Workup

  1. filtrationFilter
  2. customevaporate the filtrate to dryness
  3. customRecrystallize the solid residue from ethanol

Sources & evidence

ORD record
ord-1bf56c2a8e9b47169a1b159c92fee450
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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