Hydrochloric Acid → 1,1-Dibenzyl-3-[4-fluoro-4-(3-hydroxyphenyl)-piperidin-1-yl]propan-1-ol Hydrochloride

HRID 537214Notes

Reaction equation

HRID 537214 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2([F:39])[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[OH:24])[CH2:17][CH2:16]2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.[ClH:40]>>[ClH:40].[CH2:32]([C:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([OH:24])[CH2:22][CH2:21][N:18]1[CH2:19][CH2:20][C:15]([F:39])([C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[CH:10]=2)[CH2:16][CH2:17]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 674654863-[4-(3-Benzyloxyphenyl)-4-fluoropiperidin-1-yl]-1,1-dibenzylpropan-1-ol

Product 1

HCID 674617231,1-Dibenzyl-3-[4-fluoro-4-(3-hydroxyphenyl)-piperidin-1-yl]propan-1-ol Hydrochloride

Procedure

The title compound was prepared via the debenzylation of 3-[4-(3-benzyloxyphenyl)-4-fluoropiperidin-1-yl]-1,1-dibenzylpropan-1-ol as described in Step 4 of Example 6, followed by salt formation using methanolic hydrogen chloride in 77% overall yield.

Sources & evidence

ORD record
ord-2c7920ceda3744eaaaee11368a1abe99
Source dataset
uspto-grants-2014_10
Patent number
US08859777B2

Reaction notes

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