Tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-ylmethoxy)-5-chloro-2-fluorobenzoate → Tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-yloxy)-5-cyclopropyl-2-fluorobenzoate

HRID 1849766Notes

Reaction equation

HRID 1849766 reaction equation
O1C2(CC[CH:8]([CH2:11]OC3C(Cl)=CC(C(OC(C)(C)C)=O)=C(F)C=3)[CH2:7]C2)OCC1.[O:28]1[C:32]2([CH2:37][CH2:36][CH:35]([O:38][C:39]3[C:51](Cl)=[CH:50][C:42]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])=[C:41]([F:53])[CH:40]=3)[CH2:34][CH2:33]2)[O:31][CH2:30][CH2:29]1>>[O:28]1[C:32]2([CH2:37][CH2:36][CH:35]([O:38][C:39]3[C:51]([CH:11]4[CH2:8][CH2:7]4)=[CH:50][C:42]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])=[C:41]([F:53])[CH:40]=3)[CH2:34][CH2:33]2)[O:31][CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 86703617Tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-ylmethoxy)-5-chloro-2-fluorobenzoateHCID 86703649Tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-yloxy)-5-chloro-2-fluorobenzoate

Product 1

HCID 86703650Tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-yloxy)-5-cyclopropyl-2-fluorobenzoate

Procedure

Following the procedure as described in Example 305/306, Step 2 and making variations as required to replace tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-ylmethoxy)-5-chloro-2-fluorobenzoate with tert-butyl 4-(1,4-dioxaspiro[4.5]decan-8-yloxy)-5-chloro-2-fluorobenzoate, the title compound was obtained as a yellowish oil (0.557 g, 79%): 1H NMR (300 MHz, CDCl3) δ 7.36 (d, J=8.4 Hz, 1H), 6.53 (d, J=13.2 Hz, 1H), 4.54-4.39 (m, 1H), 3.97-3.93 (m, 4H), 2.07-1.58 (m, 9H), 1.55 (s, 9H), 0.92-0.82 (m, 2H), 0.63-0.57 (m, 2H).

Sources & evidence

ORD record
ord-ff21b683818047bd9735ecc7d95bea55
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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