Sodium Hydroxide → HCID 9931879, compound

HRID 840540Notes

Reaction equation

HRID 840540 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:35])[CH:6]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]2[C:34]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:28][C:27]3[C:22]2=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:14][CH:13]=1)[C:7]([O:9]C)=[O:8]>CO.O1CCCC1>[CH:23]1[C:22]2[N:21]([CH2:20][CH2:19][O:18][C:15]3[CH:14]=[CH:13][C:12]([CH2:11][CH:6]([C:7]([OH:9])=[O:8])[C:5]([OH:35])=[O:4])=[CH:17][CH:16]=3)[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[O:28][C:27]=2[CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 9824863HCID 9824863, compound

Product 1

HCID 9931879HCID 9931879, compoundYield 75.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A 1 N aqueous solution of sodium hydroxide (3 mL) was added to a solution of 2-{4-(2-phenoxazine-10-yl-ethoxy)-benzyl]-malonic acid dimethyl ester (150 mg, 0.3 mmol) in a mixture of methanol (3 mL) and tetrahydrofuran (3 mL). The mixture was stirred for 64 h at room temperature. The title compound (95 mg, 72%) was isolated by filtration and washed with a mixture of MeOH/THF: mp 303-307° C.; 1H NMR (300 MHz, D2O): δ2.96 (d, 2H), 3.35 (t, 1H), 3.75-3.95 (bs, 2H), 4.18 (m, 2H), 6.55-6.90 (m, 10H), 7.15 (d, 2H).

Sources & evidence

ORD record
ord-d37de9e552524e5b9d99f2773584e7fe
Source dataset
uspto-grants-2002_04
Patent number
US06369055B1

Reaction notes

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