3-Phenylprop-2-Enal → HCID 20067707, compound

HRID 982429

Reaction equation

[CH:1](=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:11]([O:18][C:19]1[CH:32]=[CH:31][C:22]([C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:24])=[CH:21][CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:25]1([C:23]([C:22]2[CH:31]=[CH:32][C:19]([O:18][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:20][CH:21]=2)([OH:24])[CH:3]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:2][CH2:1][OH:10])[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

Reactant 2

HCID 3073-Phenylprop-2-Enal

HCID 4581934-Benzyloxybenzophenone

Product 1

HCID 20067707HCID 20067707, compound

Procedure

The (RR,SS; RS,SR)-isomer mixture is prepared from 13.2 g of cinnamaldehyde and 28.8 g of 4-benzyloxybenzophenone according to the procedure described in Example 9. Recrystallization is performed from toluene. The yield is 32.5 g (77%) of a product having m.p. 109°-15° C. The product contains both isomer pairs (RR,SS: RS,SR 1:1).

Workup

customRecrystallization

Sources & evidence

ORD record: ord-ef7c29f058d74ec0800ee44b30bb37e6
Source dataset: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04996225

Linked notes

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