Hydrogen Bromide → 1,4-dithia-7-azaspiro [4.4]nonane-8(S)-carboxylic acid, methyl ester hydrobromide

HRID 2417769Notes

Reaction equation

HRID 2417769 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:13][C:8]2([S:12][CH2:11][CH2:10][S:9]2)[CH2:7][N:6]1C(OCC1C=CC=CC=1)=O)=[O:4].C(OCC)C.[BrH:29]>C(O)(=O)C>[BrH:29].[CH3:1][O:2][C:3]([C@@H:5]1[CH2:13][C:8]2([S:9][CH2:10][CH2:11][S:12]2)[CH2:7][NH:6]1)=[O:4]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 13373610HCID 13373610, compound

Product 1

HCID 132746721,4-dithia-7-azaspiro [4.4]nonane-8(S)-carboxylic acid, methyl ester hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Dissolve 3.0 g of 7-benzyloxycarbonyl-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid methyl ester (3.0 g) in 20 ml of 20% hydrobromic acid in glacial acetic acid and stir the mixture at room temperature for two hours. Add the mixture dropwise to diethyl ether at 0°-5° to give 1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid methyl ester hydrobromide, a brown solid m.g. 156°-158°.

Sources & evidence

ORD record
ord-b1279d3e1379448783e21a71dc1ae1f7
Source dataset
uspto-grants-1984_09
Patent number
US04470972

Reaction notes

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