3-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl methanesulfonate → HCID 22009672, compound

HRID 322368Notes

Reaction equation

HRID 322368 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[N:18]=[C:19](/[CH:22]=[CH:23]/[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[O:20][CH:21]=2)=[CH:11][CH:10]=1)(=O)=O.[NH:30]1[CH:34]=[N:33][N:32]=[N:31]1>>[C:24]1(/[CH:23]=[CH:22]/[C:19]2[O:20][CH:21]=[C:17]([CH2:16][O:15][C:12]3[CH:13]=[CH:14][C:9]([CH2:8][CH2:7][CH2:6][N:31]4[N:32]=[N:33][CH:34]=[N:30]4)=[CH:10][CH:11]=3)[N:18]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 155216743-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl methanesulfonateHCID 178418441HCID 178418441, compound

Product 1

HCID 22009672HCID 22009672, compoundYield 41%

Procedure

In substantially the same manner as in Working Example 33, 3-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl methanesulfonate was allowed to react with tetrazole, and the reaction mixture was subjected to extraction. The extract was subjected to a silica gel column chromatography. From the fraction eluted with ethyl acetate-hexane (1:1, v/v), 2-[3-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl]-2H-tetrazole was obtained. The yield was 41%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 97-98° C.

Workup

  1. extractionthe reaction mixture was subjected to extraction
  2. washFrom the fraction eluted with ethyl acetate-hexane (1:1

Sources & evidence

ORD record
ord-1452487b541b411a986db078c2396410
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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