2-Methylidenespiro(3.3)heptane → 9-[(3-Chlorophenyl)ethynyl]-7-oxa-8-azadispiro[3.1.4.1]undec-8-ene

HRID 2040893Notes

Reaction equation

HRID 2040893 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][CH:10]=[N:11][OH:12])[CH:5]=[CH:6][CH:7]=1.[CH2:13]=[C:14]1[CH2:17][C:16]2([CH2:20][CH2:19][CH2:18]2)[CH2:15]1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH2:13][C:14]3([CH2:17][C:16]4([CH2:20][CH2:19][CH2:18]4)[CH2:15]3)[O:12][N:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 574938592-Methylidenespiro(3.3)heptaneHCID 765430563-(3-Chlorophenyl)prop-2-ynal oxime

Product 1

HCID 566446479-[(3-Chlorophenyl)ethynyl]-7-oxa-8-azadispiro[3.1.4.1]undec-8-ene

Procedure

The title compound was prepared following the procedure described for Compound 3c, using Compound 31e instead of Compound 3b and Compound 97a instead of Compound 3a. After the usual work-up procedure, the residue was purified by means of automated flash chromatography (SP01®TM-Biotage; Petroleum Ether-EtOAc 97:3; then DCM 100%) to give the title compound as a white-yellowish solid. Yield: 20.7%.

Workup

  1. customThe title compound was prepared
  2. customAfter the usual work-up procedure, the residue was purified by means of automated flash chromatography (SP01®TM-Biotage

Sources & evidence

ORD record
ord-6b60da2d832d42e691bc85c490fc25fc
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

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