Hydrochloric Acid → HCID 9823687, 화합물

HRID 2186552

반응식

HRID 2186552 반응식
[CH2:1]([C:7]1[C:8](/[CH:21]=[CH:22]/[C:23]2[S:27][C:26]([C:28]([O:30]C)=[O:29])=[CH:25][CH:24]=2)=[CH:9][C:10]2[C:11]([CH3:20])([CH3:19])[CH2:12][CH2:13][C:14]([CH3:18])([CH3:17])[C:15]=2[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[K+].C1COCC1.Cl>C(O)C.O>[CH2:1]([C:7]1[C:8](/[CH:21]=[CH:22]/[C:23]2[S:27][C:26]([C:28]([OH:30])=[O:29])=[CH:25][CH:24]=2)=[CH:9][C:10]2[C:11]([CH3:19])([CH3:20])[CH2:12][CH2:13][C:14]([CH3:18])([CH3:17])[C:15]=2[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 86758178methyl (E)-5-[2-(3-hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-vinyl]-thiophene-2-carboxylate

생성물 1

HCID 9823687HCID 9823687, 화합물수율 90.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
45 °C

실험 절차

A solution of 1.084 g of methyl (E)-5-[2-(3-hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-vinyl]-thiophene-2-carboxylate (from Example 8.1) in 15 ml ethanol was treated with a solution of 2.77 g KOH in 8 ml H20, followed by the addition of 7 ml THF. The mixture was stirred at 45° C. for 2.5 hours. The reaction mixture was diluted with 40 ml water and acidified to pH 2 with HCl 25%. The mixture was extracted with 4 portions of 50 ml of ethyl acetate. The combined extracts were washed with 50 ml water and 50 ml of aqueous saturated sodium chloride solution. Drying (MgSO4), filtration and concentration in vacuo gave a pale yellow solid. Trituration in pentane and filtration afforded 952 mg of the title product as a pale yellow solid. M.p. 164-165° C.

후처리

  1. extractionThe mixture was extracted with 4 portions of 50 ml of ethyl acetate
  2. washThe combined extracts were washed with 50 ml water and 50 ml of aqueous saturated sodium chloride solution
  3. customDrying
  4. filtration(MgSO4), filtration and concentration in vacuo
  5. customgave a pale yellow solid
  6. filtrationTrituration in pentane and filtration

출처 및 근거

ORD 기록
ord-6e63a5d210d9481eb8b147b7c1eb0ddf
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403810B2

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