Formic Acid → HCID 54083355, compound

HRID 978802Notes

Reaction equation

HRID 978802 reaction equation
[CH3:1][C:2](O)([CH2:5][CH2:6][CH2:7][CH:8]([CH3:25])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:24])[CH2:13][CH2:14][CH2:15][CH:16]([CH3:23])[CH2:17][CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21])[CH:3]=[CH2:4].[CH:27]([OH:29])=[O:28]>>[CH:27]([O:29][CH2:4][CH:3]=[C:2]([CH3:1])[CH2:5][CH2:6][CH2:7][CH:8]([CH3:25])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:24])[CH2:13][CH2:14][CH2:15][CH:16]([CH3:23])[CH2:17][CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21])=[O:28]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 19967884HCID 19967884, compound2×

Product 1

HCID 54083355HCID 54083355, compound

Procedure

275 g (0.75 mole) of 3,7,11,15,19-pentamethyl-1-eicosen-3-ol (formula II, with n=3) and 390 g (7.6 moles) of 90 percent strength by weight formic acid were reacted at 60° C. by a method similar to that of Example 1; the reaction time was 9 hours. 545 g of 85.8 percent strength by weight formic acid were recovered. The crude 3,7,11,15,19-pentamethyl-2-eicosen-1-yl formate was distilled through a Claisen head. The yield was 221 g (corresponding to 74.7% to 74.7% of theory); boiling point 176°-178° C./0.1 mbar; nD25 =1.4582.

Workup

  1. custom545 g of 85.8 percent strength by weight formic acid were recovered
  2. distillationThe crude 3,7,11,15,19-pentamethyl-2-eicosen-1-yl formate was distilled through a Claisen head

Sources & evidence

ORD record
ord-7e258c94b56b46bdb8570d37e5fbc596
Source dataset
uspto-grants-1987_05
Patent number
US04665221

Reaction notes

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