3-Hydroxybenzaldehyde → 3-[3-(1-Pyrrolyl)benzylthio]benzyl alcohol

HRID 2254478Notes

Reaction equation

CS(O[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N:13]2[CH:17]=[CH:16][CH:15]=[CH:14]2)[CH:8]=1)(=O)=O.[SH:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)[CH:22]=[O:23].CS([O-])(=O)=O.OC1C=C(C=CC=1)C=O>>[N:13]1([C:9]2[CH:8]=[C:7]([CH:12]=[CH:11][CH:10]=2)[CH2:6][S:18][C:19]2[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=2)[CH2:22][OH:23])[CH:14]=[CH:15][CH:16]=[CH:17]1

Participants

Reactant 4

HCID 1013-Hydroxybenzaldehyde

HCID 85257Methanesulfonate

HCID 149468343-Sulfanylbenzaldehyde

HCID 197445313-(1-Pyrrolyl)benzyl methanesulfonate

Product 1

HCID 542593853-[3-(1-Pyrrolyl)benzylthio]benzyl alcohol

Procedure

3-[3-(3-thienyl)benzyloxy]benzyl alcohol, 3-[4-(3-thienyl)-2-thienylmethylthio]benzyl alcohol, 3-[3-(5-oxazolyl)benzylthio]benzyl alcohol, 3-[3-(5-oxazolyl)benzylthio]benzyl alcohol and 3-[3-(1-pyrrolyl) benzyloxy]benzyl alcohol are obtained by performing the same reaction as in Referential Example 57 except that instead of the starting 3-(1-pyrrolyl)benzyl methanesulfonate and/or 3-mercaptobenzaldehyde, the corresponding methanesulfonate and/or 3-hydroxybenzaldehyde are used.

Sources & evidence

ORD record: ord-61f9634e9b2c4e339a2637f55c4cd35f
Source dataset: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05234946

Reaction notes

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