Hydrochloric Acid → 4-(3-benzyloxyphenyl)-4-fluoropiperidine Hydrochloride

HRID 537210Notes

Reaction equation

HRID 537210 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2(O)[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(S(F)(F)[F:35])CC)C.[ClH:38]>>[ClH:38].[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2([F:35])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 123472(Diethylamino)sulfur trifluorideHCID 67462234Tert-butyl 4-(3-benzyloxyphenyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 674607714-(3-benzyloxyphenyl)-4-fluoropiperidine Hydrochloride

Procedure

This material was prepared from the reaction of tert-butyl 4-(3-benzyloxyphenyl)-4-hydroxypiperidine-1-carboxylate with diethylaminosulfur trifluoride followed by direct deprotection of the crude product with methanolic hydrogen chloride as described in Step 2 of Example 1 in 75% overall yield.

Sources & evidence

ORD record
ord-afd5661bd27447df80a41d6f60107128
Source dataset
uspto-grants-2014_10
Patent number
US08859777B2

Reaction notes

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