4-Hydroxybenzaldehyde → HCID 178444466, compound

HRID 1086777Notes

Reaction equation

HRID 1086777 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:10]([C@H:15]1[CH2:20][CH2:19][C@H:18](/[CH:21]=[CH:22]/[CH2:23]O)[CH2:17][CH2:16]1)[CH2:11][CH2:12][CH2:13][CH3:14].N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH2:10]([C@H:15]1[CH2:16][CH2:17][C@H:18](/[CH:21]=[CH:22]/[CH2:23][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[CH2:19][CH2:20]1)[CH2:11][CH2:12][CH2:13][CH3:14]

Participants

6

Reactant 4

HCID 1264-HydroxybenzaldehydeHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 178444473HCID 178444473, compound

Product 1

HCID 178444466HCID 178444466, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.9 g of 4-hydroxybenzaldehyde, 5.0 g of (E)-3-(trans-4-pentylcyclohexyl)allyl alcohol, 4.1 g of diethyl azodicarboxylate, 6.2 g of triphenylphosphine and 100 ml of tetrahydrofuran were reacted in an analogous manner to Example 1 to give 4.5 g of 4-[(E)-3-(trans-4-pentylcyclohexyl)allyloxy]benzaldehyde (m.p. 54-55° C.).

Sources & evidence

ORD record
ord-b631cb2abb95495f9ed9cf683b153ab4
Source dataset
uspto-grants-1991_07
Patent number
US05032312

Reaction notes

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