3-(3-(Hydroxymethyl)phenyl)propan-1-ol → (3-(4-(tert-Butyldimethylsilyloxy)butyl)phenyl)methanol

HRID 446390Notes

Reaction equation

HRID 446390 reaction equation
OCC1C=C(CCCO)C=CC=1.[Si:13]([O:20][CH2:21][CH2:22][C:23]#[C:24][C:25]1[CH:26]=[C:27]([CH2:31][OH:32])[CH:28]=[CH:29][CH:30]=1)([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14].OCC1C=C(C#CCO)C=CC=1>>[Si:13]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[CH:26]=[C:27]([CH2:31][OH:32])[CH:28]=[CH:29][CH:30]=1)([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 552676803-(3-(Hydroxymethyl)phenyl)propan-1-olHCID 581685523-(3-(Hydroxymethyl)phenyl)prop-2-yn-1-olHCID 58168614HCID 58168614, compound

Product 1

HCID 58168515(3-(4-(tert-Butyldimethylsilyloxy)butyl)phenyl)methanol

Procedure

Prepared by the method of Aromatic Intermediate 18, step b using (3-(4-(tert-butyldimethylsilyloxy)but-1-ynyl)phenyl)methanol [Aromatic Intermediate 19, step a] (0.79 g) in place of 3-(3-(hydroxymethyl)phenyl)prop-2-yn-1-ol. Yield 0.72 g.

Sources & evidence

ORD record
ord-63a58e113b9446de8d449e72edacedbf
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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