Bromoacetic Acid → HCID 91317554, compound
Reaction equation
[CH3:1][C:2]1([CH3:15])[CH:8]2[CH:9]3[CH2:12][CH2:13][CH:7]2[C:6]([CH3:14])([C:10]3=[CH2:11])[CH2:5][CH2:4][CH2:3]1.BrCC(O)=O>>[CH:2]([CH:3]1[CH2:4][CH:5]2[C:6]3([CH3:14])[CH2:7][CH2:8][CH2:9][CH:12]2[CH2:13][C:10]13[CH3:11])([CH3:15])[CH3:1]Participants
Procedure
A four neck flask of 2 L was charged with 1000 g of the same longifolene as in Production Example 4 and 100 g of bromoacetic acid to carry out reaction at 170° C. for 18 hours. This reaction mixture was washed with a saturated sodium hydrogencarbonate aqueous solution and water and refined by distillation, and after refined by distillation, it was charged into an autoclave of 2 L together with 18 g of a palladium-carbon catalyst for hydrogenation to carry out hydrogenation (hydrogen pressure: 6 MPa·G, reaction temperature: 100° C., reaction time: 2 hours). After finishing the reaction, the catalyst was separated by filtration, and the filtrate was precisely distilled to thereby obtain 200 g of targeted 2-isopropyl-1,7a-dimethyl-octahydro-1,4-methano-indene (synthetic oil II: fluid C). The measurement results of general properties and a traction coefficient of the fluid C are shown in Table 4.
Workup
- customreaction at 170° C. for 18 hours
- washThis reaction mixture was washed with a saturated sodium hydrogencarbonate aqueous solution and water and refined by distillation
- distillationafter refined by distillation, it
- additionwas charged into an autoclave of 2 L together with 18 g of a palladium-carbon catalyst for hydrogenation
- customhydrogenation (hydrogen pressure: 6 MPa·G, reaction temperature: 100° C., reaction time: 2 hours)
- customthe reaction
- customthe catalyst was separated by filtration
- distillationthe filtrate was precisely distilled
Sources & evidence
- ORD record
- ord-9a5017e70e6a4701998e6440f438ce52
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08338653B2
Reaction notes
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