HCID 59403512, compound → HCID 59403455, compound

HRID 1514196Notes

Reaction equation

HRID 1514196 reaction equation
C1(C[O:8][C:9]2[CH:26]=[CH:25][C:12]3[CH2:13][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:15][CH2:16][O:17][C:11]=3[CH:10]=2)C=CC=CC=1>C1COCC1.CCO.[Pd]>[OH:8][C:9]1[CH:26]=[CH:25][C:12]2[CH2:13][N:14]([C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[CH2:15][CH2:16][O:17][C:11]=2[CH:10]=1

Participants

5

Reactant 1

HCID 59403512HCID 59403512, compound

Product 1

HCID 59403455HCID 59403455, compoundYield 100.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1,1-Dimethylethyl 8-[(phenylmethyl)oxy]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (Preparation 29) (7.35 g, 20.68 mmol) in a mixture of THF (40 ml) and EtOH (40 ml) was hydrogenated with 10% palladium on carbon (0.735 g, 6.91 mmol) for 18 hours then filtered and evaporated to give the title compound (5.49 g) as a white solid. MS (ES) C14H19NO4 requires 265; found 166 [M+H−100]+.

Workup

  1. filtrationthen filtered
  2. customevaporated

Sources & evidence

ORD record
ord-cef4339c87de47efafc2a499ac367870
Source dataset
uspto-grants-2012_07
Patent number
US08222245B2

Reaction notes

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