Triethyl phosphite → HCID 19700524, compound

HRID 861849Notes

Reaction equation

Br[CH2:2][C:3]#[C:4][C:5]([CH2:15][CH3:16])([O:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][O:10]1)[CH2:6][CH3:7].[P:17]([O:24]CC)([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]>>[CH2:6]([C:5]([O:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][O:10]1)([CH2:15][CH3:16])[C:4]#[C:3][CH2:2][P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])[CH3:7]

Participants

Reactant 2

HCID 31215Triethyl phosphite

HCID 19700525HCID 19700525, compound

Product 1

HCID 19700524HCID 19700524, compound

Conditions

Temperature: 130 °C

Procedure

A mixture of Compound 403 (2.0 g) and triethyl phosphite (4.2 ml) was heated to 130° C. for 1.5 h. Excess triethyl phosphite was removed in vacuo (oil pump) for 2 h to give the title compound (2.2 g). 1H NMR: 0.96 (m, 6H), 1.35 (t, 6H), 1.45-1.95 (m, 10H), 2.81 (d, J=21.7 Hz, 2H), 3.50 (m, 1H), 3.93 (m, 1H), 4.18 (m, 4H), 5.05 (m, 1H).

Workup

customExcess triethyl phosphite was removed in vacuo (oil pump) for 2 h

Sources & evidence

ORD record: ord-8f7dfbd6090840459fbffaf050a8bd7f
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05716945

Reaction notes

Loading…