HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Acetic Anhydride → 3-Methyl-2-nonen-1-YL acetate

HRID 1863148
Notes
Print preview

Reaction equation

HRID 1863148 reaction equation
[CH3:1][C:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[CH:3][CH2:4][OH:5].[C:12](OC(=O)C)(=[O:14])[CH3:13].C(O)(=O)C.C1(C)C=CC=CC=1>C1(C)C=CC=CC=1.C(O)(=O)C>[C:12]([O:5][CH2:4][CH:3]=[C:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])(=[O:14])[CH3:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 2309923-Methyl-2-nonen-1-olHCID 18331056Acetic acid toluene

Product 1

HCID 736775943-Methyl-2-nonen-1-YL acetate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1140TolueneSolvent2×

Procedure

156 G. (1 mole) of 3-methyl-2-nonen-1-ol, 122 g. (1.2 moles) of acetic anhydride and 264 ml. of toluene were combined in a reaction flask and heated. The formed acetic acid-toluene azeotropic mixture consisting of 34 parts of acetic acid and 66 parts of toluene and boiling at 105° C. was removed by distillation through a 11/2 ft. Vigreux column. After termination of the reaction, the reaction mass was washed with 100 ml. of aqueous sodium carbonate solution, 100 ml. of aqueous sodium bicarbonate solution, and finally twice with 100 ml. of water. The desired ester, 3-methyl-2-nonen-1-yl-acetate, having a b.p. of 119°-121° C. at 10 mm. and an R.I. at 20°:1.445, was recovered by fractional distillation.

Workup

  1. temperatureheated
  2. customwas removed by distillation through a 11/2 ft
  3. customAfter termination of the reaction
  4. washthe reaction mass was washed with 100 ml
  5. distillationat 20°:1.445, was recovered by fractional distillation

Sources & evidence

ORD record
ord-da442f35ed4c43b0b262f172a07f7e47
Source dataset
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04168248

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes