2-Bromopentane → HCID 14552600, compound

HRID 2248154Notes

Reaction equation

HRID 2248154 reaction equation
[OH:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8][NH:9][C:10](=[O:14])[O:11][CH2:12][CH3:13])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:19][CH2:20][CH2:21][CH2:22][CH3:23].CC(Br)CCC>>[CH3:19][CH:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][NH:9][C:10](=[O:14])[O:11][CH2:12][CH3:13])=[CH:15][CH:16]=1)[CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 4

HCID 78902-BromopentaneHCID 8003PentaneHCID 24758Sodium hydrideHCID 14552586Ethyl N-[2-(4-hydroxyphenoxy)ethyl]carbamate

Product 1

HCID 14552600HCID 14552600, compound

Procedure

In the same manner, ethyl N-{2-(4-hydroxyphenoxy]ethyl}carbamate (1.25 g, 5.5 mmol) and sodium hydride, prewashed with pentane, (0.132 g, 5.5 mmol) are reacted together, followed by addition of 1-methylbutyl bromide. The mixture is heated at 50° for 20 hours, then worked up and purified by prep. TLC to give ethyl N-{2-[4-(1-methylbutoxy)phenoxy]ethyl}carbamate (compound 14, Table A).

Workup

  1. customare reacted together
  2. temperatureThe mixture is heated at 50° for 20 hours
  3. custompurified by prep

Sources & evidence

ORD record
ord-79d0704a69d449cc8c224e63029af1d4
Source dataset
uspto-grants-1991_08
Patent number
US05037991

Reaction notes

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