Aluminum → HCID 13019672, compound

HRID 2287174Notes

Reaction equation

HRID 2287174 reaction equation
[C:1]([C:5]1[O:11][CH:10]2[CH:7]([C:8](=[O:32])[N:9]2[C:12](=[C:29]([CH3:31])[CH3:30])[C:13]([O:15][CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[N:6]=1)([O:3][CH3:4])=[O:2].[Al]>O1CCCC1>[C:1]([CH:5]1[O:11][CH:10]2[CH:7]([C:8](=[O:32])[N:9]2[C:12](=[C:29]([CH3:30])[CH3:31])[C:13]([O:15][CH:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[O:14])[NH:6]1)([O:3][CH3:4])=[O:2]

Participants

4

Reactant 2

HCID 5359268AluminumHCID 23459399HCID 23459399, compound

Product 1

HCID 13019672HCID 13019672, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 23.0 g of diphenylmethyl α-(3-carbomethoxy-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl)-α-isopropylideneacetate in 480 ml of tetrahydrofuran containing 5% water is added aluminium amalgam prepared from 10 g of aluminium and 250 ml of 0.5% mercuric chloride and the mixture stirred at room temperature for 2 hours, dried on magnesium sulfate and concentrated under reduced pressure. The residue is recrystallized from a mixture of methylene chloride and ether (1:5) to yield 17.5 g of diphenylmethyl α-(3ξ-carbomethoxy-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-α-isopropylideneacetate in 76% yield.

Workup

  1. customdried on magnesium sulfate
  2. concentrationconcentrated under reduced pressure
  3. customThe residue is recrystallized from a mixture of methylene chloride and ether (1:5)

Sources & evidence

ORD record
ord-8d9d739641e64ba698106fd394ba93d1
Source dataset
uspto-grants-1981_05
Patent number
US04269773

Reaction notes

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