Sodium cyanoborohydride → HCID 21947544, compound

HRID 2214566Notes

Reaction equation

HRID 2214566 reaction equation
[CH3:1][O:2][N:3]=[CH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1.C([BH3-])#N.[Na+]>>[F:12][C:9]1[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][NH:3][O:2][CH3:1])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 73855576HCID 73855576, compound

Product 1

HCID 21947544HCID 21947544, compound

Procedure

Reduction of 4-fluorophenylacetaldehyde O-methyloxime with sodium cyanoborohydride as described in the preparation of Compound 44-B gave the title hydroxylamine as a clear oil after chromatography on silica gel (62% yield). 1HNMR 400 MHz (C6D6) δ (ppm): 2.64 (2H, d, J=7.1 Hz, CH2), 2.97 (2H, d, J=7.1 Hz, CH2), 3.53 (3H, s, OCH3), 5.24 (broad, NH), 6.9 (4H, m, aromatics).

Sources & evidence

ORD record
ord-7b5390b449a04b3eb4b6a708fd0b6609
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

Loading…