Hydrochloric Acid → HCID 178484019, compound

HRID 967138Notes

Reaction equation

HRID 967138 reaction equation
[C:1]([O:5][C:6](=[O:20])[N:7]([CH2:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][CH2:18][OH:19])[CH2:12][CH2:11]1)[CH3:8])([CH3:4])([CH3:3])C.Cl.ClC(OC1C=[CH:30][C:29]([Cl:32])=[CH:28]C=1)=O>CO.O>[Cl:32][C:29]1[CH:30]=[CH:3][C:1]([O:5][C:6](=[O:20])[N:7]([CH2:9][C@H:10]2[CH2:11][CH2:12][C@H:13]([CH2:16][CH2:17][CH2:18][OH:19])[CH2:14][CH2:15]2)[CH3:8])=[CH:4][CH:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1390594-Chlorophenyl chloroformateHCID 178484021HCID 178484021, compound

Product 1

HCID 178484019HCID 178484019, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

In analogy to the sequence described in examples 1.5 and 1.6, trans-[4-(3-hydroxy-propyl)-cyclohexylmethyl]-methyl-carbamic acid tert-butyl ester was treated with hydrogen chloride solution in methanol/water followed by acylation with 4-chlorophenyl chloroformate [Org. Lett. (2000), 2(8), 1049-1051] to yield trans-[4-(3-hydroxy-propyl)-cyclohexylmethyl]-methyl-carbamic acid 4-chloro-phenyl ester as colorless viscous oil, MS: 340 (MH+, 1Cl).

Sources & evidence

ORD record
ord-7eb6547e22d64ad38eb066cdb8b598b1
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

Loading…