Sodium borohydride → HCID 17604190, compound

HRID 1503645Notes

Reaction equation

HRID 1503645 reaction equation
[Cl: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>[Cl: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 4770937HCID 4770937, compound

Product 1

HCID 17604190HCID 17604190, compoundYield 86.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound was prepared according to general procedure F with Ethyl 2-(2-chloro-4-formyl-6-methoxyphenoxy)acetate (1.5 mmol) in THF (20 ml) and water (20 ml) and NaBH4 (1.5 mmol). 355 mg of compound were obtained. This compound was used without further purification. 1H NMR (250 MHz, CDCl3): δ 1.31 (t, J=7.1 Hz, 3H), 3.86 (s, 3H), 4.25 (q, J=7.1 Hz, 2H), 4.55 (s, 2H), 4.60 (s, 2H) 6.95 (s, 1H), 6.98 (s, 1H). MS (ESI): m/z 274.9 and 276.9 [M+H]+, 570.7 and 572.7 [2M+Na]+

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-63dfa30f839e4a578b2643623cc4c412
Source dataset
uspto-grants-2015_12
Patent number
US09212196B2

Reaction notes

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