HCID 86599063, compound → HCID 86599064, compound

HRID 2115914Notes

Reaction equation

HRID 2115914 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O:11][CH2:12][CH:13]([OH:36])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]=2[O:28]CC2C=CC=CC=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1>[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([O:11][CH2:12][CH:13]([OH:36])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:16]=2[OH:28])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86599063HCID 86599063, compound

Product 1

HCID 86599064HCID 86599064, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Treatment of (±)-3-[3-benzyl-2-(benzyloxy)phenyl]-2-hydroxypropyl 4-methylbenzenesulfonate (9.72 g, 0.019 mol) with palladium on carbon (0.97 g, 10 wt. %) generally according to the procedure described for Intermediate 4 provided 7.34 g (92%) of (±)-3-(3-benzyl-2-hydroxyphenyl)-2-hydroxypropyl 4-methylbenzenesulfonate as a colorless oil. Anal. calcd. for C23H24O5S: C, 66.97; H, 5.86. Found: C, 66.11; H, 5.95.

Sources & evidence

ORD record
ord-1cda1a65315943ed831400bcde27b2e9
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

Loading…