Water → HCID 69792338, compound

HRID 988040Notes

Reaction equation

HRID 988040 reaction equation
C([O:5][C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]1[C:17]([C:30]2[CH:31]=[C:32]([CH:38]=[CH:39][C:40]([O:42]CC)=[O:41])[CH:33]=[CH:34][C:35]=2[O:36][CH3:37])=[CH:18][C:19]2[C:20]([CH3:29])([CH3:28])[CH2:21][CH2:22][C:23]([CH3:27])([CH3:26])[C:24]=2[CH:25]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O.O>ClCCl>[C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]1[C:17]([C:30]2[CH:31]=[C:32]([CH:38]=[CH:39][C:40]([OH:42])=[O:41])[CH:33]=[CH:34][C:35]=2[O:36][CH3:37])=[CH:18][C:19]2[C:20]([CH3:28])([CH3:29])[CH2:21][CH2:22][C:23]([CH3:27])([CH3:26])[C:24]=2[CH:25]=1)([OH:7])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 69792639HCID 69792639, compound

Product 1

HCID 69792338HCID 69792338, compoundYield 105.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3.75 g (6.18 mmol) of ethyl 3-{3-[3-(7-tert-butoxycarbonylheptyloxy)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl]-4-methoxyphenyl}acrylate obtained in Example 22(b) dissolved in 60 ml of dichloromethane was placed in a round-bottomed flask, 4.76 ml (61.8 mmol) of trifluoroacetic acid were added, and the mixture was stirred at room temperature for 4 hours. The reaction medium was poured into water and extracted with ethyl ether, and the organic phase was decanted, dried over magnesium sulfate, filtered and evaporated. 3.4 g (100%) of the expected compound were obtained in the form of a white foam.

Workup

  1. customwas placed in a round-bottomed flask
  2. extractionextracted with ethyl ether
  3. customthe organic phase was decanted
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-409ab536a66f4e50b0b0c6cb35abf240
Source dataset
uspto-grants-2003_10
Patent number
US06632963B1

Reaction notes

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