Diethyl Ether → HCID 13019676, compound

HRID 2287186Notes

Reaction equation

HRID 2287186 reaction equation
[N+](=[CH:3][C:4]([CH:6]1[O:12][CH:11]2[CH:8]([C:9](=[O:27])[N:10]2[C:13](=[C:24]([CH3:26])[CH3:25])[C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[N:7]1[C:28]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29])=[O:5])=[N-].CCOCC.C(Cl)[Cl:44]>>[Cl:44][CH2:3][C:4]([CH:6]1[O:12][CH:11]2[CH:8]([C:9](=[O:27])[N:10]2[C:13](=[C:24]([CH3:26])[CH3:25])[C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[N:7]1[C:28]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29])=[O:5]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 131711538HCID 131711538, compound

Product 1

HCID 13019676HCID 13019676, compound

Procedure

To a solution of 435 mg of benzyl α-(3ξ-diazoacetyl-2-carbobenzoxy-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-α-isopropylideneacetate in 4 ml of methylene chloride is added 1 ml of ether containing 16% hydrogen chloride, and the mixture stirred at room temperature for 30 minutes and then concentrated under reduced pressure to yield 433 mg of benzyl α-(3ξ-chloroacetyl-2-carbobenzoxy-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-α-isopropylideneacetate as crystals.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f365db275d494720bc12671c98264ee2
Source dataset
uspto-grants-1981_05
Patent number
US04269773

Reaction notes

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