4-Hydroxybenzyl Alcohol → {7-[4-(4-Chloro-3-trifluoromethyl-benzyloxy)-benzylsulfanyl]-indan-4-yloxy}-acetic Acid

HRID 1063728Notes

Reaction equation

HRID 1063728 reaction equation
C[O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([SH:15])=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][O:25][C:26]2[CH:31]=[CH:30][C:29]([CH2:32]Cl)=[CH:28][CH:27]=2)=[CH:20][C:19]=1[C:34]([F:37])([F:36])[F:35].BrCC1C=CC(Cl)=C(C(F)(F)F)C=1.OCC1C=CC(O)=CC=1.ClCC1(C(F)(F)F)C=CC(OCC2C=CC=CC=2)=CC1>>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][O:25][C:26]2[CH:27]=[CH:28][C:29]([CH2:32][S:15][C:12]3[CH:13]=[CH:14][C:6]([O:5][CH2:4][C:3]([OH:2])=[O:16])=[C:7]4[C:11]=3[CH2:10][CH2:9][CH2:8]4)=[CH:30][CH:31]=2)=[CH:20][C:19]=1[C:34]([F:35])([F:36])[F:37]

Participants

6

Reactant 5

HCID 1254-Hydroxybenzyl AlcoholHCID 27781144-Chloro-3-(trifluoromethyl)benzyl bromideHCID 20770872(7-Mercapto-indan-4-yloxy)-acetic Acid Methyl EsterHCID 222801281-Chloro-4-(4-chloromethyl-phenoxymethyl)-2-trifluoromethyl-benzeneHCID 694705984-Chloromethyl-(4-trifluoromethyl-benzyloxy-benzene)

Product 1

HCID 22280125{7-[4-(4-Chloro-3-trifluoromethyl-benzyloxy)-benzylsulfanyl]-indan-4-yloxy}-acetic Acid

Procedure

The title compound was prepared in the manner analogous to Example 1F using 12C and 1-Chloro-4-(4-chloromethyl-phenoxymethyl)-2-trifluoromethyl-benzene prepared from 1-bromomethyl-4-chloro-3-trifluoromethyl-benzene and 4-hydroxymethyl-phenol in the manner analagous to Examples 14A and 14B. MS m/z 299 (M−237).

Sources & evidence

ORD record
ord-614c99308a7c40f09a0483756d9751a5
Source dataset
uspto-grants-2005_11
Patent number
US06964983B2

Reaction notes

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