Ammonia → HCID 10826997, compound

HRID 1377912Notes

Reaction equation

HRID 1377912 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.C[O:23]C(=O)CCCCOC1C=CC=C(C2C=CC=CC=2)C=1.[K+].[Br-].[NH3:45]>O>[C:15]1([C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([NH:45][OH:23])=[O:2])=[CH:10][CH:11]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 253877Potassium BromideHCID 53649217HCID 53649217, compoundHCID 54381400HCID 54381400, compound

Product 1

HCID 10826997HCID 10826997, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The desired compound was prepared according to the method of Example 18, steps 2 and 3, except substituting 5-(4-phenylphenoxy)pentanoic acid methyl ester, prepared as in step 1, for 5-(3-phenylphenoxy)pentanoic acid methyl ester. mp 151.5°-153.5° C. 1H NMR(DMSO-d6) δ 10.36 (S, 1H), 8.66 (d, 1H, J=1.5 Hz), 7.65-7.55 (c, 4H), 7.46-7.39 (c, 2H), 7.34-7.26 (c, 2H), 4.00 (t, 2H, J=6 Hz), 2.03 (t, 2H, J=6 Hz), 1.80-1.58 (c, 4H). IR (KBr) 3200, 3040, 2920, 2860, 1660, 1640, 1620, 1610, 1520, 1490, 1470, 1290, 1270, 1250, 1200, 1180, 1030, 840, 780, 690 cm-1. MS (DCI/NH3) 269 (M-16), 286 (M+H)+, 303 (M+NH4)+. Anal. Calcd for: C17H19NO3.0.25 H2O: C, 70.44; H, 6.78; N, 4.83. Found: C, 70.71; H, 6.82; N, 4.98.

Sources & evidence

ORD record
ord-ef225363238541da981fd28b6f99b9cf
Source dataset
uspto-grants-1997_09
Patent number
US05665777

Reaction notes

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