Ethanol → HCID 13151859, compound

HRID 1074989Notes

Reaction equation

HRID 1074989 reaction equation
C[C:2]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[S:7](=[O:17])[C:6]=2[CH:5]=[C:4]([C:18]([O-:20])=[O:19])[CH:3]=1.[OH-].[Na+].C(O)C>O>[CH:2]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[S:7](=[O:17])[C:6]=2[CH:5]=[C:4]([C:18]([OH:20])=[O:19])[CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 20270264HCID 20270264, compound

Product 1

HCID 13151859HCID 13151859, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

520 Mg. methyl-10,11-dihydrodibenzo[b,f]thiepin-3-carboxylate 5-oxide is stirred at 65° C. in a mixture of 20 cc. 20% aqueous sodium hydroxide and 20 cc. ethanol until a clear solution results (1 hour). The mixture is diluted with water, extracted with ether, then acidified with hydrochloric acid. The white precipitate is filtered and dried to yield 245 mg. of material which is recrystallized from methanol to yield 180 mg., m.p. 261°-265° C.

Workup

  1. extractionextracted with ether
  2. filtrationThe white precipitate is filtered
  3. customdried
  4. customto yield 245 mg
  5. customof material which is recrystallized from methanol
  6. customto yield 180 mg

Sources & evidence

ORD record
ord-553ae400faf946b2b5c04e1552d0d30d
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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