1-{5-[4-(Trifluoromethyl)phenyl]thien-3-yl}ethanol → 1-{3-Methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}ethanol

HRID 9680

Reaction equation

HRID 9680 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][CH:12]=[C:11]([CH:14](O)C)[CH:10]=2)=[CH:5][CH:4]=1.CC1C=C(C2C=CC(C(F)(F)F)=CC=2)S[C:21]=1[CH:35]=[O:36].C[Mg]Br>>[CH3:14][C:11]1[CH:10]=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:17])[F:18])=[CH:8][CH:7]=2)[S:13][C:12]=1[CH:35]([OH:36])[CH3:21]

Participants

4

Reactant 3

HCID 219864311-{5-[4-(Trifluoromethyl)phenyl]thien-3-yl}ethanol2×HCID 219865503-Methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carbaldehyde2×HCID 178418573HCID 178418573, compound

Product 1

HCID 219863591-{3-Methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}ethanol

Procedure

The title compound was prepared using a method analogous to that used for the preparation of 1-{5-[4-(trifluoromethyl)phenyl]thien-3-yl}ethanol (intermediate 126) using 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carbaldehyde (intermediate 74) and methyl magnesium bromide.

Sources & evidence

ORD record
ord-11e7000f7bdf4162a75e44daa17cdd60
Source dataset
uspto-grants-2006_08
Patent number
US07091237B2

Linked notes

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