Ethanol → HCID 14626284, compound

HRID 477794Notes

Reaction equation

HRID 477794 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.C(O)C.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[O:28][CH2:29][C:30]1[CH:38]=[CH:37][CH:36]=[CH:35][C:31]=1[C:32]([OH:34])=O>O>[CH3:27][O:26][C:23]1[C:22]2[C:32](=[O:34])[C:31]3[CH:35]=[CH:36][CH:37]=[CH:38][C:30]=3[CH2:29][O:28][C:21]=2[C:20]([O:19][CH3:18])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14812Phosphorus oxide (P4O10)HCID 14626283HCID 14626283, compound

Product 1

HCID 14626284HCID 14626284, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To 50 g of phosphorus pentoxide is slowly added 30 ml of ethanol at room temperature and the mixture is further stirred with heating at 100° C. for 1 hour. Thereto 10 g of 2-[(2,5-dimethyoxyphenyloxy)methyl]benzoic acid is added and the mixture is stirred at 100° C. for 1 hour. After cooling to room temperature, the mixture is added with 300 ml of water and extracted with toluene. After the extract is successively washed with a saturated solution of sodium hydrogen carbonate, water and a saturated saline solution and dried over magnesium sulfate, the solvent is distilled off under reduced pressure to give 7 g of 1,4-dimethoxy-6,11-dihydrodibenz[b,e]oxepin-11-one (oil). Mass spectrum m/z: 270(M+).

Workup

  1. customat room temperature
  2. stirringthe mixture is stirred at 100° C. for 1 hour
  3. temperatureAfter cooling to room temperature
  4. extractionextracted with toluene
  5. washAfter the extract is successively washed with a saturated solution of sodium hydrogen carbonate, water
  6. dry with materiala saturated saline solution and dried over magnesium sulfate
  7. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-c977b819751f49219849c73cadc44f7c
Source dataset
uspto-grants-1989_12
Patent number
US04889858

Reaction notes

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