2-(7-Acetoxyheptyl)-3-cyano-5-(2-tetrahydropyranyloxy)cyclopentanone → 3-Formyl-2-(7-hydroxyheptyl)-5-(2-tetrahydropyranyloxy)cyclopentanol
Reaction equation
O1CCCCC1[O:7][CH:8]1[CH:12]([O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[CH2:11][CH:10]([CH:20]=[O:21])[CH:9]1[CH2:22][CH2:23][CH:24](OC1CCCCO1)[CH2:25][CH2:26][CH2:27][CH2:28]C.C(OCCCCCCCC1C(C#N)CC(OC2CCCCO2)C1=O)(=[O:39])C.O1CCCCC1OC1C(OC2CCCCO2)CC(C#N)C1CCC(OC1CCCCO1)CCCCC.O1CCCCC1OC1C(O)CCC1>>[CH:20]([CH:10]1[CH2:11][CH:12]([O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[CH:8]([OH:7])[CH:9]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:39])=[O:21]Participants
5
Reactant 4
Product 1
Procedure
By proceeding in a similar manner to that described above in Example 1(m) for the preparation of 3,4-di(2-tetrahydropyranyloxy)-2-[3-(2-tetrahydropyranyloxy)octyl]cyclopentane carbaldehyde, but substituting the appropriate quantity of 2-(7-acetoxyheptyl)-3-cyano-5-(2-tetrahydropyranyloxy)cyclopentanone [prepared as described above in Example 2(d)] for the 3,4-di(2-tetrahydropyranyloxy)-2-[3-(2-tetrahydropyranyloxy)octyl]cyclopentane carbonitrile used as starting material, there was prepared 3-formyl-2-(7-hydroxyheptyl(-5-(2 -tetrahydropyranyloxy)cyclopentanol, νmax 3400 cm-1, 1710 cm-1.
Sources & evidence
- ORD record
- ord-31b7d737d8bd42fd9deeba0ad6373817
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03933890
Reaction notes
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