Hydrogen Bromide → HCID 12390942, compound

HRID 2419087Notes

Reaction equation

HRID 2419087 reaction equation
Cl.[NH2:2][CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:21]CC3C=CC=CC=3)[C:9]=2[O:13]CC2C=CC=CC=2)[C:4]1=[O:29].C(O[C:38]1[C:47](OCC2C=CC=CC=2)=[CH:46][CH:45]=[C:44]2[C:39]=1[CH2:40][CH2:41][CH:42](NC(=O)C(F)(F)F)C2=O)C1C=CC=CC=1.[BrH:64]>>[BrH:64].[OH:13][C:9]1[C:8]([OH:21])=[CH:7][CH:6]=[C:5]2[C:10]=1[CH2:11][CH2:12][CH:3]([NH:2][CH2:42][CH2:41][CH2:40][C:39]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:38]=1)[C:4]2=[O:29]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 12390947HCID 12390947, compoundHCID 20316899HCID 20316899, compound

Product 1

HCID 12390942HCID 12390942, compound

Procedure

20 Parts of 2-amino-5,6-dibenzyloxy-3,4-dihydro-1(2H)-naphthalenone hydrochloride is subjected to a procedure similar to that described in Reference Example 11 and the resultant 5,6-dibenzyloxy-2-trifluoroacetamido-3,4-dihydro-1(2H)-naphthalenone is reacted with 60 parts of 3-phenylpropanol p-toluenesulfonic acid ester under the same conditions as set forth in Reference Example 11. The reaction product is then hydrolyzed in a 47% aqueous solution of hydrogen bromide to obtain 3 parts of 5,6-dihydroxy-2-(3-phenylpropylamino)-3,4-dihydro-1(2H)-naphthalenone hydrobromide melting at 215°-217° C (decomposition).

Sources & evidence

ORD record
ord-c6a7b5497e67496e8fc9d7bafcf5db0d
Source dataset
uspto-grants-1978_08
Patent number
US04104402

Reaction notes

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