Triphenylphosphine → HCID 86632162, compound

HRID 1967699Notes

Reaction equation

HRID 1967699 reaction equation
[O:1]([C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][Br:8])[CH:2]([CH3:4])[CH3:3].[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Br-:8].[CH:2]([O:1][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][P+:19]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 11776TriphenylphosphineHCID 431415711-(Bromomethyl)-2-[(propan-2-yl)oxy]benzene

Product 1

HCID 86632162HCID 86632162, compound

Procedure

2-Isopropoxybenzyltriphenylphosphonium bromide was prepared from 2-isopropoxylbenzyl bromide according to the method used in Example 76, except that 1.3 equivalents of triphenylphosphine was used. 2-Isopropoxybenzyltriphenylphosphonium bromide was isolated as a white solid. Yield (11.2 g, 99%): 1H NMR (400 MHz, DMSO-d6) δ 7.86-7.89 (m, 3H), 7.70 (dt, J=8.0, 3.2 Hz, 6H), 7.54-7.59 (m, 6H), 7.23-7.28 (m, 1H), 6.91 (dt, J=7.6, 2.0 Hz, 1H), 6.88 (d, J=8.4 Hz, 1H), 6.74 (t, J=7.6 Hz, 1H), 4.87 (d, J=14.4 Hz, 2H), 4.29 (quint, J=6.0 Hz, 1H), 0.91 (d, J=6.0 Hz, 6H).

Sources & evidence

ORD record
ord-0ee4b2d4f3fd490593fc6ad35aff34de
Source dataset
uspto-grants-2013_04
Patent number
US08420863B2

Reaction notes

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