Pyridine → HCID 13248173, compound

HRID 905012Notes

Reaction equation

HRID 905012 reaction equation
[CH3:1][C:2]([OH:10])([CH3:9])[C:3]([F:8])([F:7])[CH2:4][CH2:5][OH:6].N1C=CC=CC=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>CO>[C:17]([O:6][CH2:5][CH2:4][C:3]([F:8])([F:7])[C:2]([CH3:9])([OH:10])[CH3:1])(=[O:19])[CH3:18]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 131892463,3-Difluoro-4-methylpentane-1,4-diol

Product 1

HCID 13248173HCID 13248173, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

To a mixture of 6.92 g (0.045 mol) of 4-methyl-3,3-difluoro-1,4-pentanediol and 28 mL of pyridine at 0° C. was added 16 mL of acetic anhydride and the mixture was stirred at 0° C. for 1 hr and at 25° C. for 1 hr. The mixture was added to 15 mL of methanol and the solution was evaporated to dryness to yield oily 4-methyl-3,3-difluoro-1,4-pentanediol 1-acetate. NMR (CDCl3) δ4.40 (triplet, 2, J=7 Hz), 2.30 (multiplet, 2), 2.06 (singlet, 3) and 1.33 ppm (triplet, 6, J=1 Hz).

Workup

  1. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-8f6f866bfc66454c8a92ec3196e63f5e
Source dataset
uspto-grants-1983_12
Patent number
US04421690

Reaction notes

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