Hydrochloric Acid → HCID 20326651, compound

HRID 596175Notes

Reaction equation

HRID 596175 reaction equation
C(O[CH:4](OCC)[CH2:5][O:6][C:7]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:8][CH2:9][NH:10][CH2:11][CH:12]1[CH2:14][CH2:13]1)C.[H][H].[ClH:32]>C(O)C.[Pd]>[ClH:32].[CH:12]1([CH2:11][N:10]2[CH2:9][CH2:8][C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[O:6][CH2:5][CH2:4]2)[CH2:14][CH2:13]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 20326669HCID 20326669, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20326651HCID 20326651, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The solution of 6.0 g of 2-(3-cyclopropylmethylamino-1,1-diphenylpropoxy)-acetaldehyde diethyl acetal in 60 ml of 95% ethanol and 10 ml of 6N hydrochloric acid is stirred at 20-45° for 3 hours, cooled and 0.5 g of 10% palladium on charcoal are added. The mixture is hydrogenated at 2.7 atm. and 40° until the hydrogen uptake ceases. It is filtered, the filtrate neutralized with aqueous sodium hydroxide and evaporated. The resudue is partitioned between water and methylene chloride, the organic phase separated, dried and evaporated. The residue is taken up in the minimum amount of acetone, the solution acidified with hydrogen chloride and diluted with diethyl ether, to yield the 4-cyclopropylmethyl-7,7-diphenyl-hexahydro-1,4-oxazepine hydrochloride melting at 268°-270°; it is identical with compound No. 11 of Example 2.

Workup

  1. temperaturecooled
  2. filtrationIt is filtered
  3. customevaporated
  4. customThe resudue is partitioned between water and methylene chloride
  5. customthe organic phase separated
  6. customdried
  7. customevaporated
  8. additiondiluted with diethyl ether

Sources & evidence

ORD record
ord-6fd7ca8823214b68b6b61a332a41b73e
Source dataset
uspto-grants-1977_03
Patent number
US04010166

Reaction notes

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