Sodium Hydroxide → HCID 13151858, compound

HRID 485424Notes

Reaction equation

HRID 485424 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH2:14][CH2:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[S:10][C:9]=2[CH:19]=1)=[O:4].[OH-].[Na+]>C(O)C>[CH:7]1[C:8]2[CH2:14][CH2:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[S:10][C:9]=2[CH:19]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 85977416HCID 85977416, compound

Product 1

HCID 13151858HCID 13151858, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.6 G. methyl-10,11-dihydrodibenzo[b,f]-thiepin-3-carboxylate is refluxed in a mixture of 50 cc. 20% aqueous sodium hydroxide and 50 cc. ethanol until a clear solution results (15 to 20 minutes). Most of the ethanol is evaporated away and aqueous residue is diluted with water and acidified with hydrochloric acid. The white solid is collected, recrystallized from acetic acid to yield 4.125 g. (77.7%) of the desired white crystalline material, m.p. 196°-198° C. Calculated: C: 70.29; H: 4.72; S: 12.51. Found: C: 69.92; H: 4.71; S: 12.15.

Workup

  1. customMost of the ethanol is evaporated away
  2. additionaqueous residue is diluted with water
  3. customThe white solid is collected
  4. customrecrystallized from acetic acid
  5. customto yield 4.125 g

Sources & evidence

ORD record
ord-30583b2c4d654250980f4a1dbe6fbf92
Source dataset
uspto-grants-1985_08
Patent number
US04536507

Reaction notes

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