Sodium borohydride → HCID 71014608, compound

HRID 1503646Notes

Reaction equation

HRID 1503646 reaction equation
[F:1][C:2]1[CH:14]=[C:13]([CH:15]=[O:16])[CH:12]=[C:11]([O:17][CH3:18])[C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[BH4-].[Na+]>C1COCC1.O>[F:1][C:2]1[CH:14]=[C:13]([CH2:15][OH:16])[CH:12]=[C:11]([O:17][CH3:18])[C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 86715426HCID 86715426, compound

Product 1

HCID 71014608HCID 71014608, compoundYield 60.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound was prepared according to general procedure F with Ethyl 2-(2-fluoro-4-formyl-6-methoxyphenoxy)acetate (1.4 mmol) in THF (20 ml) and water (20 ml) and NaBH4 (1.4 mmol). 220 mg of compound were obtained. This compound was used without further purification. 1H NMR (250 MHz, CDCl3): δ 1.33 (t, J=7.1 Hz, 3H), 3.90 (s, 3H), 4.28 (q, J=7.1 Hz, 2H), 4.65 (s, 2H), 4.71 (s, 2H) 6.95 (s, 1H), 6.76 (m, 2H). MS (ESI): m/z 538.8 [2M+Na]+

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-96844f6449dc45bd9861a4e051ba0738
Source dataset
uspto-grants-2015_12
Patent number
US09212196B2

Reaction notes

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