Phosgene → 2-Dodecyl chloroformate

HRID 2253555Notes

Reaction equation

HRID 2253555 reaction equation
[Cl:1][C:2]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]C)=[O:3].[CH3:17]C(O)CCCCCCCCCC.C(Cl)(Cl)=O>>[Cl:1][C:2]([O:4][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH3:17])=[O:3]

Participants

4

Reactant 3

HCID 6371PhosgeneHCID 25045Dodecan-2-olHCID 90513Dodecyl chloroformate

Product 1

HCID 542508882-Dodecyl chloroformate

Procedure

The procedure is the same as for preparing n-dodecyl chloroformate except freshly distilled 2-dodecanol (41.3 g, 0.222 moles) is added to the phosgene mixture. 99% yields of 2-dodecyl chloroformate are obtained. The product is purified via distillation (90° C. at 0.1 mm Hg). 1H MNR (60 MHz, neat) δ 4.6-4.98 (1H,m), δ 1.5-1.8 (21H,m), δ0.89 (3H, t). IR (neat) 1780 cm-1 (carbonyl).

Sources & evidence

ORD record
ord-86005bc67e7748bda6ecb6f7ff78d1e1
Source dataset
uspto-grants-1993_08
Patent number
US05232633

Reaction notes

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