Methanesulfonyl chloride → HCID 22009736, compound

HRID 322248Notes

Reaction equation

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

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 22009801HCID 22009801, compound

Product 1

HCID 22009736HCID 22009736, compoundYield 94%

Procedure

In substantially the same manner as in Reference Example 12, 3-[4-methoxy-3-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propanol was allowed to react with methanesulfonyl chloride to give 3-[4-methoxy-3-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl methanesulfonate. The yield was 94%. Recrystallization from ethyl acetate-hexane gave pale yellow needles, mp 112-113° C.

Sources & evidence

ORD record: ord-d5b41c6ba7a042659d81e603c5c2305e
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211215B1

Reaction notes

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