Methanesulfonyl chloride → HCID 22009860, compound

HRID 322247Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:24][CH2:25][CH2:26][OH:27])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[N:12]=[C:13](/[CH:16]=[CH:17]/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:14][CH:15]=1.[CH3:28][S:29](Cl)(=[O:31])=[O:30]>>[CH3:28][S:29]([O:27][CH2:26][CH2:25][CH2:24][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH2:10][C:11]2[N:12]=[C:13](/[CH:16]=[CH:17]/[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:14][CH:15]=2)=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:31])=[O:30]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 22009679HCID 22009679, compound

Product 1

HCID 22009860HCID 22009860, compoundYield 99%

Procedure

In substantially the same manner as in Reference Example 12, 3-[3-methoxy-4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propanol was allowed to react with methanesulfonyl chloride to give 3-[3-methoxy-4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl methanesulfonate. The yield was 99%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 130-131° C.

Sources & evidence

ORD record: ord-27d08e53421d49d49e55895ba4f0cba1
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211215B1

Reaction notes

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