Ethanol → HCID 86753190, compound

HRID 398763Notes

Reaction equation

HRID 398763 reaction equation
C(C[C@@H:5]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[S:7][C@H:6]1[C:17]1[CH:22]=[CH:21][C:20]2[O:23][CH2:24][O:25][C:19]=2[CH:18]=1)(O)=O.[OH-:26].[Na+].C[CH2:29][OH:30]>>[C:29]([C@@H:5]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[S:7][C@H:6]1[C:17]1[CH:22]=[CH:21][C:20]2[O:23][CH2:24][O:25][C:19]=2[CH:18]=1)([OH:30])=[O:26]

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 86753191HCID 86753191, compound

Product 1

HCID 86753190HCID 86753190, compoundYield 67%

Procedure

A solution of (+/-)-trans 3-carboxymethyl-2-(3,4-methylenedioxyphenyl)-2,3dihydro[1,5]benzothiazepine-4(5H)-one (0.050 g, 0.14 mmole) in EtOH (3 ml) was treated with 25% NaOH (0.5 ml) under argon. The mixture was stirred 18 hours, and then the solvent was evaporated. H2O (3 ml) was added to the residue and the mixture acidified to pH 1 with 10% HCl. The mixture was stirred for 0.5 hours and the crystallized product was collected, washed with H2O (3 ml) and dried to give the tide compound (0.032 g, 67%) as a light yellow solid, mp 110° C.

Workup

  1. customthe solvent was evaporated
  2. additionH2O (3 ml) was added to the residue
  3. stirringThe mixture was stirred for 0.5 hours
  4. customthe crystallized product was collected
  5. washwashed with H2O (3 ml)
  6. customdried

Sources & evidence

ORD record
ord-cc5d574e1cb045e397acd8f166a44ab5
Source dataset
uspto-grants-1998_10
Patent number
US05817653

Reaction notes

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