3-Hydroxypropionic acid → beta-Carboxyethyl 10,11-Dihydro-11-oxodibenzo[b,f]thiepin-3-carboxylate

HRID 1075023Notes

Reaction equation

HRID 1075023 reaction equation
Cl[C:2]([C:4]1[CH:5]=[CH:6][C:7]2[C:13](=[O:14])[CH2:12][C:11]3[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=3[S:9][C:8]=2[CH:19]=1)=[O:3].[Na].[OH:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25]>O1CCCC1>[O:14]=[C:13]1[CH2:12][C:11]2[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=2[S:9][C:8]2[CH:19]=[C:4]([C:2]([O:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:3])[CH:5]=[CH:6][C:7]1=2

Participants

5

Reactant 3

HCID 681523-Hydroxypropionic acidHCID 5360545SodiumHCID 202702113-Chlorocarbonyl-10,11-dihydro-11-oxodibenzo[b,f]thiepin

Product 1

HCID 20270225beta-Carboxyethyl 10,11-Dihydro-11-oxodibenzo[b,f]thiepin-3-carboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 1.0 gm. of 3-chlorocarbonyl-10,11-dihydro-11-oxodibenzo[b,f]thiepin 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. dissolutionDissolve 1.0 gm
  2. filtrationFilter
  3. customevaporate the filtrate to dryness
  4. customRecrystallize the solid residue from ethanol

Sources & evidence

ORD record
ord-4b01b72f90834de680b1a5b2d55ce4bc
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

Loading…