Hydroxylamine → HCID 59271887, compound

HRID 1893198Notes

Reaction equation

HRID 1893198 reaction equation
[C:1]([CH:3]([N:10]([CH3:18])[C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:4][CH2:5][CH2:6][CH:7]([OH:9])[CH3:8])#[N:2].C(O)(C)(C)C.[NH2:24][OH:25]>CO>[NH2:2]/[C:1](=[N:24]\[OH:25])/[CH:3]([N:10]([CH3:18])[C:11](=[O:17])[O:12][C:13]([CH3:14])([CH3:16])[CH3:15])[CH2:4][CH2:5][CH2:6][CH:7]([OH:9])[CH3:8]

Participants

5

Reactant 3

HCID 787HydroxylamineHCID 6386tert-Butanol2×HCID 59271903HCID 59271903, compound

Product 1

HCID 59271887HCID 59271887, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

The tert-butyl (1-cyano-5-hydroxyhexyl)methylcarbamate (129 g) which contained an undetermined amount of t-butanol was dissolved in methanol (250 mL) and treated with 50% aqueous hydroxylamine (33 mL). The mixture was then heated to 60° C. for 3 hours. The reaction mixture was then cooled and the solvents removed in vacuo. The residue was azeotropically dried twice with toluene (200 mL each time) and dried in vacuo at 50° C. to give the product as a very thick clear oil which was contaminated by t-butanol: ES MS M+1=290.0.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. customthe solvents removed in vacuo
  3. dry with materialThe residue was azeotropically dried twice with toluene (200 mL each time)
  4. customdried in vacuo at 50° C.
  5. customto give the product as a very thick clear oil which

Sources & evidence

ORD record
ord-c81282cb5b3848f1ae732c591f579994
Source dataset
uspto-grants-2013_08
Patent number
US08513234B2

Reaction notes

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