Hexane → HCID 54305593, compound

HRID 1701672Notes

Reaction equation

HRID 1701672 reaction equation
[O:1]([CH2:8][C:9]([NH:11][CH:12]1[CH2:15][N:14]([C:16](=[C:33]([CH3:37])[CH2:34][O:35][CH3:36])[C:17]([O:19]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:18])[C:13]1=[O:38])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCCCC>C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>[O:1]([CH2:8][C:9]([NH:11][CH:12]1[CH2:15][N:14]([C:16](=[C:33]([CH3:37])[CH2:34][O:35][CH3:36])[C:17]([OH:19])=[O:18])[C:13]1=[O:38])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 8058HexaneHCID 53866326HCID 53866326, compound

Product 1

HCID 54305593HCID 54305593, compoundYield 39.1%

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7519AnisoleSolvent

Procedure

Benzhydryl 2-(3-phenoxyacetamido-2-oxoazetidin-1-yl)-3-methyl-4-methoxy-2-butenoate (200 mg) was dissolved in 1 ml of 1:1 mixture of anisole and trifluoracetic acid at 0°. After 30 min. at 0°, 50 ml of hexane was added and the solvents were removed under reduced pressure. The residue thereby obtained was washed thoroughly with ether and dried. A total of 53 mg of the title product was isolated: nmr (CDCl3) δ 2.07 (s, 3, CH3), 3.33 (s, 3, --OCH3), 4.33 (s, 2, --CH2OCH3), 3.77 (m, 2, C4 --H), 5.00 (m, 1, C3 --H), 4.52 (s, 2, side chain CH2) and 7.2 (b, ArH).

Workup

  1. customthe solvents were removed under reduced pressure
  2. customThe residue thereby obtained
  3. washwas washed thoroughly with ether
  4. customdried

Sources & evidence

ORD record
ord-c456f5903c4848bd8a76eea3fcc5ae64
Source dataset
uspto-grants-1980_03
Patent number
US04195021

Reaction notes

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