Hydrochloric Acid → HCID 22126384, compound

HRID 1858584Notes

Reaction equation

HRID 1858584 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH:9]2[O:14][CH2:15][C:16]2[CH:25]=[C:24]([O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:34]COCC[Si](C)(C)C)[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)=[CH:4][CH:3]=1.Cl>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH:9]2[O:14][CH2:15][C:16]2[CH:25]=[C:24]([O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[OH:34])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22128795HCID 22128795, compound

Product 1

HCID 22126384HCID 22126384, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Cleavage of the SEM group from (3RS,4RS)-4-(4-fluorophenyl)-3-[4-[2-(2-trimethylsilyl-ethoxymethoxy)-benzyloxy]-naphthalen-2-ylmethoxy]-piperidine using a 2N solution of hydrogen chloride in methanol analogously to the procedure described in Example 5(g) yielded (3RS,4RS)-4-(4-fluorophenyl)-3-[4-[2-hydroxy-benzyloxy]-naphthalen-2-ylmethoxy]-piperidine as a colourless resin; MS: 458 (M+H)+.

Sources & evidence

ORD record
ord-1d00dbcd2758489ba78d81987a2316ae
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

Loading…