Methanol → HCID 70539806, compound

HRID 1065472Notes

Reaction equation

HRID 1065472 reaction equation
[C:1]([C:4]1[CH:36]=[CH:35][C:7]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH:17]([NH:19][CH2:20][CH2:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH3:18])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)(=[O:3])N.B(F)(F)F.C[CH2:42][O:43]CC.[CH3:46][OH:47].[OH2:48]>>[C:8]([OH:43])(=[O:9])/[CH:7]=[CH:35]\[C:46]([OH:48])=[O:47].[C:1]([C:4]1[CH:36]=[CH:35][C:7]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH:17]([NH:19][CH2:20][CH2:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH3:18])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O:43][CH3:42])=[O:3]

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 8000Boron trifluoride etherateHCID 13065250HCID 13065250, compound

Product 1

HCID 70539806HCID 70539806, compound

Procedure

The mixture of 2.4 g of 1-[4-(4-carbamoylbenzyloxy)-phenyl]-2-(3,3-diphenylpropylamino)-propane, 3.6 g of boron trifluoride etherate and 20 ml of methanol is heated in a sealed tube at 115° for 6 hours. After cooling it is diluted with water, extracted with ethyl acetate, the extract dried, concentrated and the concentrate neutralized with maleic acid in ethyl acetate, to yield the 1-[4-(4-carbomethoxybenzyloxy)-phenyl]-2-(3,3-diphenylpropylamino)-propane maleate melting at 172°-175°.

Workup

  1. temperatureis heated in a sealed tube at 115° for 6 hours
  2. temperatureAfter cooling it
  3. extractionextracted with ethyl acetate
  4. customthe extract dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1910d385b8d94528a3359a3f34ffa95e
Source dataset
uspto-grants-1982_05
Patent number
US04329367

Reaction notes

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