Methanesulfonyl chloride → HCID 13198946, compound

HRID 1249020Notes

Reaction equation

HRID 1249020 reaction equation
[C:1]1([C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:11])[C@@H:8]([OH:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:18](Cl)([CH3:21])(=[O:20])=[O:19]>>[CH3:21][S:18]([O:10][C@@H:8]([CH3:9])[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[OH:11])(=[O:20])=[O:19]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 736300(2s)-1,1-diphenylpropane-1,2-diol

Product 1

HCID 13198946HCID 13198946, compound

Procedure

By treating (S)-1,1-diphenyl-1,2-propanediol with mesyl chloride, (S)-2-methanesulfonyloxy-1,1-diphenyl-1-propanol was obtained. Namely, as a result of the treatment of (S)-1,1-diphenyl-1,2-propanediol with CH3SO2Cl (1.2 equivalent)-(C2H5)3 -N(1.5 equivalent) at 0° C. in CH2Cl2, (S)-2-methanesulfonyloxy-1,1-diphenyl-1-propanol was obtained in a yield of 87% (the position selectivity of this sulfonylation reaction was more than 95% from the measurement with 1H NMR).

Sources & evidence

ORD record
ord-89338acf20b34231be69b13207f4a2af
Source dataset
uspto-grants-1986_12
Patent number
US04628120

Reaction notes

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