2,2'-((1-Methylethylidene)bis(cyclohexane-4,1-diyloxymethylene))bisoxirane → 2,2-Bis{4-[2-hydroxy-3-(7,7,9,9-tetramethyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)propoxy]cyclohexyl}propane

HRID 1758199

Reaction equation

HRID 1758199 reaction equation
[CH3:1][C:2]1([CH3:14])[NH:11][C:10]([CH3:13])([CH3:12])[CH2:9][C:4]2([O:8][CH2:7][CH2:6][O:5]2)[CH2:3]1.[O:15]1[CH2:39][CH:16]1[CH2:17][O:18][CH:19]1[CH2:24][CH2:23][CH:22]([C:25]([CH:28]2[CH2:33][CH2:32][CH:31]([O:34][CH2:35][CH:36]3[O:38][CH2:37]3)[CH2:30][CH2:29]2)([CH3:27])[CH3:26])[CH2:21][CH2:20]1>>[OH:15][CH:16]([CH2:39][N:11]1[C:10]([CH3:13])([CH3:12])[CH2:9][C:4]2([O:5][CH2:6][CH2:7][O:8]2)[CH2:3][C:2]1([CH3:14])[CH3:1])[CH2:17][O:18][CH:19]1[CH2:20][CH2:21][CH:22]([C:25]([CH:28]2[CH2:29][CH2:30][CH:31]([O:34][CH2:35][CH:36]([OH:38])[CH2:37][N:11]3[C:2]([CH3:14])([CH3:1])[CH2:3][C:4]4([O:5][CH2:6][CH2:7][O:8]4)[CH2:9][C:10]3([CH3:13])[CH3:12])[CH2:32][CH2:33]2)([CH3:27])[CH3:26])[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 1145142,2'-((1-Methylethylidene)bis(cyclohexane-4,1-diyloxymethylene))bisoxiraneHCID 5670457,7,9,9-Tetramethyl-1,4-dioxa-8-azaspiro[4.5]decane

Product 1

HCID 205106002,2-Bis{4-[2-hydroxy-3-(7,7,9,9-tetramethyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)propoxy]cyclohexyl}propane

Conditions

Temperature
120 °C

Procedure

A mixture of 8.8 g of 7,7,9,9-tetramethyl-1,4-dioxa-8-azaspiro[4.5]decane and 7.0 g of 2,2-bis[4-(2,3-epoxypropoxy)cyclohexyl]propane was heated at 120° C. for 30 hours. After completion of the reaction, the reaction mixture was purified by column chromatography through silica gel eluted with ethyl acetate. The desired Compound No. 207 was obtained in the form of a pale yellow oil which after being kept at ambient temperature, turned to a solid melting at 48°-50° C.

Workup

  1. customAfter completion of the reaction
  2. customthe reaction mixture was purified by column chromatography through silica gel
  3. washeluted with ethyl acetate
  4. custom207 was obtained in the form of a pale yellow oil which
  5. customafter being kept at ambient temperature

Sources & evidence

ORD record
ord-fa8fa4af90de4374802425b3daabc20e
Source dataset
uspto-grants-1983_02
Patent number
US04371644

Linked notes

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