Diethyl Ether → HCID 69957985, compound

HRID 1937133Notes

Reaction equation

[CH3:1][C@H:2]1[O:6][C:5](=[O:7])[CH:4]=[CH:3]1.Cl([O-])(=O)(=O)=O.[Li+].[CH3:14][CH2:15][O:16][CH2:17][CH3:18]>>[O:16]1[C@H:17]2[C@@H:4]3[C@@H:3]([C@@H:15]1[C:14]1[CH2:1][CH2:2][CH2:3][CH2:4][C:18]=12)[C@@H:2]([CH3:1])[O:6][C:5]3=[O:7]

Participants

Reactant 3

HCID 3283Diethyl Ether

HCID 954874162322-48-9

HCID 23665649Lithium perchlorate

Product 1

HCID 69957985HCID 69957985, compoundYield 72%

Procedure

Similarly to Example 1, 1.37 g(13.9 mmol) of (R)-5-methyl-2(5H)-furanone and 1.70 g(1 equivalent) of 4,4,6,7-tetrahydroisobenzofuran in 2 ml of dehydrated ether solution were reacted with 1.06 g of lithium perchlorate to obtain 2.20 g of (3R,3aR,4R,9S,9aS)-4,9-epoxy-3-methyl-3a,4,5,6,7,8,9,9a-octahydronaphtho[2,3-c]furan-1(3H)-one(yield 72%).

Sources & evidence

ORD record: ord-9ecd9d42418f41baa71bcd2a0fde2534
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06392059B1

Reaction notes

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