HCID 59248951, compound → HCID 59248955, compound

HRID 882711Notes

Reaction equation

HRID 882711 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[N:11]1[CH:14]([C:15]3[C:20]4[O:21][CH2:22][CH:23]=[CH:24][CH2:25][C:19]=4[CH:18]=[CH:17][CH:16]=3)[C:13]([CH3:27])([CH3:26])[C:12]1=[O:28])[CH2:8]2>CO>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[N:11]1[CH:14]([C:15]3[C:20]4[O:21][CH2:22][CH2:23][CH2:24][CH2:25][C:19]=4[CH:18]=[CH:17][CH:16]=3)[C:13]([CH3:26])([CH3:27])[C:12]1=[O:28])[CH2:8]2

Participants

3

Reactant 1

HCID 59248951HCID 59248951, compound

Product 1

HCID 59248955HCID 59248955, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-(adamantan-2-yl)-4-(2,5-dihydrobenzo[b]oxepin-9-yl)-3,3-dimethylazetidin-2-one (21.1 mg, 0.0560 mmol) in methanol (2 mL) was added with palladium carbon ethylenediamine complex (catalyst amount), and the resultant was stirred at room temperature for 6 hours under a hydrogen atmosphere. The reaction solution was filtered using celite, concentrated in vacuo, and 1-(adamantan-2-yl)-3,3-dimethyl-4-(benzo[b]oxepan-9-yl)azetidin-2-one (16.2 mg, 76.2%) was obtained as a colorless oil.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b3999cb8d2a74753aad96b64a80c4ec9
Source dataset
uspto-grants-2012_08
Patent number
US08236789B2

Reaction notes

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